No renderable structure data available
O=C(C([H])(C)O)N1CCCC1Chemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 1-[(2S-)-2-Hydroxy-1-oxo-proxyl]pyrrolidine |
|---|---|
| IUPAC Name | — |
| CAS Number | 122151-38-6 |
| Database ID | 11051776 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
1-[(2S-)-2-Hydroxy-1-oxo-proxyl]pyrrolidine (CAS 122151-38-6) product identity, structure identifiers and related reaction data for chemical intermediate research and sourcing review.
Potential Applications
For professional research and industrial use only
Database ID 11051776
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
12 reactions · 12 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-9ec89b67e46b490697f135499edee204Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 2-hydroxy-1-pyrrolidin-1-yl-propan-1-one (47.0 mmol, 6.72 g) in DMF (25 mL) was added imidazole (70.5 mmol, 4.8 g), N,N-dimethyl-4-aminopyridine (4.7 mmol, 0.57 g) at room temperature. tert-Butyl-dimethylsilyl chloride (48.5 mmol, 7.31 g) was then added while stirring. Some exotherm was observed. The initial pale yellow solution turned brown-red in color and some precipitate was observed after 30 min. The reaction mixture was stirred overnight and was then filtered through a sintered glass funnel. The solid was washed with Et2O. The filtrate was diluted with water (150 mL) and it was extracted with Et2O (2×100 mL). The organic extracts were combined and washed successively with water (100 mL), saturated NH4Cl solution, and the organic layer was separated. It was dried over Na2SO4, filtered, and the solvent was removed in vacuo to obtain 2-(tert-butyl-dimethyl-silanyloxy)-1-pyrrolidin-1-yl-propan-1-one as a golden yellow oil (10.4 g, 86% yield). The product was judged to be >95% pure by NMR and was used in next step without any purification. The reaction mixture was stirred overnight was then filtered through a sintered glass funnel The solid was washed with Et2O The filtrate was diluted with water (150 mL) and it was extracted with Et2O (2×100 mL) washed successively with water (100 mL), saturated NH4Cl solution the organic layer was separated It was dried over Na2SO4 filtered the solvent was removed in vacuo
Source ID: ord-e631e4dd2da64b1eab8685314da1eed1Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 2-hydroxy-1-pyrrolidin-1-yl-propan-1-one (47.0 mmol, 6.72 g) in DMF (25 mL) was added imidazole (70.5 mmol, 4.8 g), N,N-dimethyl-4-aminopyridine (4.7 mmol, 0.57 g) at room temperature. tert-Butyl-dimethylsilyl chloride (48.5 mmol, 7.31 g) was then added while stirring. Some exotherm was observed. The initial pale yellow solution turned brown-red in color and some precipitate was observed after 30 min. The reaction mixture was stirred overnight and was then filtered through a sintered glass funnel. The solid was washed with Et2O. The filtrate was diluted with water (150 mL) and it was extracted with Et2O (2×100 mL). The organic extracts were combined and washed successively with water (100 mL), saturated NH4Cl solution, and the organic layer was separated. It was dried over Na2SO4, filtered, and the solvent was removed in vacuo to obtain 2-(tert-butyl-dimethyl-silanyloxy)-1-pyrrolidin-1-yl-propan-1-one as a golden yellow oil (10.4 g, 86% yield). The product was judged to be >95% pure by NMR and was used in next step without any purification. The reaction mixture was stirred overnight was then filtered through a sintered glass funnel The solid was washed with Et2O The filtrate was diluted with water (150 mL) and it was extracted with Et2O (2×100 mL) washed successively with water (100 mL), saturated NH4Cl solution the organic layer was separated It was dried over Na2SO4 filtered the solvent was removed in vacuo
Source ID: ord-f6b2b8ffb91342e6890740c70e69416aConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 2-hydroxy-1-pyrrolidin-1-yl-propan-1-one (47.0 mmol, 6.72 g) in DMF (25 mL) was added imidazole (70.5 mmol, 4.8 g), N,N-dimethyl-4-aminopyridine (4.7 mmol, 0.57 g) at room temperature. tert-Butyl-dimethylsilyl chloride (48.5 mmol, 7.31 g) was then added while stirring. Some exotherm was observed. The initial pale yellow solution turned brown-red in color and some precipitate was observed after 30 min. The reaction mixture was stirred overnight and was then filtered through a sintered glass funnel. The solid was washed with Et2O. The filtrate was diluted with water (150 mL) and it was extracted with Et2O (2×100 mL). The organic extracts were combined and washed successively with water (100 mL), saturated NH4Cl solution, and the organic layer was separated. It was dried over Na2SO4, filtered, and the solvent was removed in vacuo to obtain 2-(tert-butyl-dimethyl-silanyloxy)-1-pyrrolidin-1-yl-propan-1-one as a golden yellow oil (10.4 g, 86% yield). The product was judged to be >95% pure by NMR and was used in next step without any purification. The reaction mixture was stirred overnight was then filtered through a sintered glass funnel The solid was washed with Et2O The filtrate was diluted with water (150 mL) and it was extracted with Et2O (2×100 mL) washed successively with water (100 mL), saturated NH4Cl solution the organic layer was separated It was dried over Na2SO4 filtered the solvent was removed in vacuo
Source ID: ord-f6b2b8ffb91342e6890740c70e69416aConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 2-hydroxy-1-pyrrolidin-1-yl-propan-1-one (47.0 mmol, 6.72 g) in DMF (25 mL) was added imidazole (70.5 mmol, 4.8 g), N,N-dimethyl-4-aminopyridine (4.7 mmol, 0.57 g) at room temperature. tert-Butyl-dimethylsilyl chloride (48.5 mmol, 7.31 g) was then added while stirring. Some exotherm was observed. The initial pale yellow solution turned brown-red in color and some precipitate was observed after 30 min. The reaction mixture was stirred overnight and was then filtered through a sintered glass funnel. The solid was washed with Et2O. The filtrate was diluted with water (150 mL) and it was extracted with Et2O (2×100 mL). The organic extracts were combined and washed successively with water (100 mL), saturated NH4Cl solution, and the organic layer was separated. It was dried over Na2SO4, filtered, and the solvent was removed in vacuo to obtain 2-(tert-butyl-dimethyl-silanyloxy)-1-pyrrolidin-1-yl-propan-1-one as a golden yellow oil (10.4 g, 86% yield). The product was judged to be >95% pure by NMR and was used in next step without any purification. The reaction mixture was stirred overnight was then filtered through a sintered glass funnel The solid was washed with Et2O The filtrate was diluted with water (150 mL) and it was extracted with Et2O (2×100 mL) washed successively with water (100 mL), saturated NH4Cl solution the organic layer was separated It was dried over Na2SO4 filtered the solvent was removed in vacuo
Source ID: ord-e631e4dd2da64b1eab8685314da1eed1Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 2-hydroxy-1-pyrrolidin-1-yl-propan-1-one (47.0 mmol, 6.72 g) in DMF (25 mL) was added imidazole (70.5 mmol, 4.8 g), N,N-dimethyl-4-aminopyridine (4.7 mmol, 0.57 g) at room temperature. tert-Butyl-dimethylsilyl chloride (48.5 mmol, 7.31 g) was then added while stirring. Some exotherm was observed. The initial pale yellow solution turned brown-red in color and some precipitate was observed after 30 min. The reaction mixture was stirred overnight and was then filtered through a sintered glass funnel. The solid was washed with Et2O. The filtrate was diluted with water (150 mL) and it was extracted with Et2O (2×100 mL). The organic extracts were combined and washed successively with water (100 mL), saturated NH4Cl solution, and the organic layer was separated. It was dried over Na2SO4, filtered, and the solvent was removed in vacuo to obtain 2-(tert-butyl-dimethyl-silanyloxy)-1-pyrrolidin-1-yl-propan-1-one as a golden yellow oil (10.4 g, 86% yield). The product was judged to be >95% pure by NMR and was used in next step without any purification. The reaction mixture was stirred overnight was then filtered through a sintered glass funnel The solid was washed with Et2O The filtrate was diluted with water (150 mL) and it was extracted with Et2O (2×100 mL) washed successively with water (100 mL), saturated NH4Cl solution the organic layer was separated It was dried over Na2SO4 filtered the solvent was removed in vacuo
Source ID: ord-e631e4dd2da64b1eab8685314da1eed1Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 2-hydroxy-1-pyrrolidin-1-yl-propan-1-one (47.0 mmol, 6.72 g) in DMF (25 mL) was added imidazole (70.5 mmol, 4.8 g), N,N-dimethyl-4-aminopyridine (4.7 mmol, 0.57 g) at room temperature. tert-Butyl-dimethylsilyl chloride (48.5 mmol, 7.31 g) was then added while stirring. Some exotherm was observed. The initial pale yellow solution turned brown-red in color and some precipitate was observed after 30 min. The reaction mixture was stirred overnight and was then filtered through a sintered glass funnel. The solid was washed with Et2O. The filtrate was diluted with water (150 mL) and it was extracted with Et2O (2×100 mL). The organic extracts were combined and washed successively with water (100 mL), saturated NH4Cl solution, and the organic layer was separated. It was dried over Na2SO4, filtered, and the solvent was removed in vacuo to obtain 2-(tert-butyl-dimethyl-silanyloxy)-1-pyrrolidin-1-yl-propan-1-one as a golden yellow oil (10.4 g, 86% yield). The product was judged to be >95% pure by NMR and was used in next step without any purification. The reaction mixture was stirred overnight was then filtered through a sintered glass funnel The solid was washed with Et2O The filtrate was diluted with water (150 mL) and it was extracted with Et2O (2×100 mL) washed successively with water (100 mL), saturated NH4Cl solution the organic layer was separated It was dried over Na2SO4 filtered the solvent was removed in vacuo
Source ID: ord-f6b2b8ffb91342e6890740c70e69416aConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-9ec89b67e46b490697f135499edee204Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 2-hydroxy-1-pyrrolidin-1-yl-propan-1-one (47.0 mmol, 6.72 g) in DMF (25 mL) was added imidazole (70.5 mmol, 4.8 g), N,N-dimethyl-4-aminopyridine (4.7 mmol, 0.57 g) at room temperature. tert-Butyl-dimethylsilyl chloride (48.5 mmol, 7.31 g) was then added while stirring. Some exotherm was observed. The initial pale yellow solution turned brown-red in color and some precipitate was observed after 30 min. The reaction mixture was stirred overnight and was then filtered through a sintered glass funnel. The solid was washed with Et2O. The filtrate was diluted with water (150 mL) and it was extracted with Et2O (2×100 mL). The organic extracts were combined and washed successively with water (100 mL), saturated NH4Cl solution, and the organic layer was separated. It was dried over Na2SO4, filtered, and the solvent was removed in vacuo to obtain 2-(tert-butyl-dimethyl-silanyloxy)-1-pyrrolidin-1-yl-propan-1-one as a golden yellow oil (10.4 g, 86% yield). The product was judged to be >95% pure by NMR and was used in next step without any purification. The reaction mixture was stirred overnight was then filtered through a sintered glass funnel The solid was washed with Et2O The filtrate was diluted with water (150 mL) and it was extracted with Et2O (2×100 mL) washed successively with water (100 mL), saturated NH4Cl solution the organic layer was separated It was dried over Na2SO4 filtered the solvent was removed in vacuo
Source ID: ord-024d984e839f4458a84775c762a6978eConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 2-hydroxy-1-pyrrolidin-1-yl-propan-1-one (47.0 mmol, 6.72 g) in DMF (25 mL) was added imidazole (70.5 mmol, 4.8 g), N,N-dimethyl-4-aminopyridine (4.7 mmol, 0.57 g) at room temperature. Tert-butyl-dimethylsilyl chloride (48.5 mmol, 7.31 g) was then added while stirring. Some exotherm was observed. The initial pale yellow solution turned brwn-red in color and some precipitate was observed after 30 min. The reaction mixture was allowed to stir overnight and then filtered through a sintered glass funnel. The solid was washed with some Et2O. The filtrate was diluted with water (150 mL) and it was extracted with Et2O (2×100 mL). The organic extrats were combined and washed successively with water (100 mL), sat. NH4Cl solution and the organic layer was separated. It was dried over Na2SO4, filtered and the solvent was removed in vacuo to obtain 2-(tert-butyl-dimethyl-silanyloxy)-1-pyrrolidin-1-yl-propan-1-one as a golden yellow oil (10.4 g, 86% yield). The product was judged to be >95% pure by NMR and was used in next step without any purification. to stir overnight filtered through a sintered glass funnel The solid was washed with some Et2O The filtrate was diluted with water (150 mL) and it was extracted with Et2O (2×100 mL) washed successively with water (100 mL), sat. NH4Cl solution the organic layer was separated It was dried over Na2SO4 filtered the solvent was removed in vacuo
Source ID: ord-3ab3ff48650a46128195c296850ee4bbConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 2-hydroxy-1-pyrrolidin-1-yl-propan-1-one (47.0 mmol, 6.72 g) in DMF (25 mL) was added imidazole (70.5 mmol, 4.8 g), N,N-dimethyl-4-aminopyridine (4.7 mmol, 0.57 g) at room temperature. Tert-butyl-dimethylsilyl chloride (48.5 mmol, 7.31 g) was then added while stirring. Some exotherm was observed. The initial pale yellow solution turned brwn-red in color and some precipitate was observed after 30 min. The reaction mixture was allowed to stir overnight and then filtered through a sintered glass funnel. The solid was washed with some Et2O. The filtrate was diluted with water (150 mL) and it was extracted with Et2O (2×100 mL). The organic extrats were combined and washed successively with water (100 mL), sat. NH4Cl solution and the organic layer was separated. It was dried over Na2SO4, filtered and the solvent was removed in vacuo to obtain 2-(tert-butyl-dimethyl-silanyloxy)-1-pyrrolidin-1-yl-propan-1-one as a golden yellow oil (10.4 g, 86% yield). The product was judged to be >95% pure by NMR and was used in next step without any purification. to stir overnight filtered through a sintered glass funnel The solid was washed with some Et2O The filtrate was diluted with water (150 mL) and it was extracted with Et2O (2×100 mL) washed successively with water (100 mL), sat. NH4Cl solution the organic layer was separated It was dried over Na2SO4 filtered the solvent was removed in vacuo
Source ID: ord-ec9dcc9525b54e2f8bf00b4012c2fe07Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 2-hydroxy-1-pyrrolidin-1-yl-propan-1-one (47.0 mmol, 6.72 g) in DMF (25 mL) was added imidazole (70.5 mmol, 4.8 g), N,N-dimethyl-4-aminopyridine (4.7 mmol, 0.57 g) at room temperature. tert-Butyl-dimethylsilyl chloride (48.5 mmol, 7.31 g) was then added while stirring. Some exotherm was observed. The initial pale yellow solution turned brown-red in color and some precipitate was observed after 30 min. The reaction mixture was stirred overnight and was then filtered through a sintered glass funnel. The solid was washed with Et2O. The filtrate was diluted with water (150 mL) and it was extracted with Et2O (2×100 mL). The organic extracts were combined and washed successively with water (100 mL), saturated NH4Cl solution, and the organic layer was separated. It was dried over Na2SO4, filtered, and the solvent was removed in vacuo to obtain 2-(tert-butyl-dimethyl-silanyloxy)-1-pyrrolidin-1-yl-propan-1-one as a golden yellow oil (10.4 g, 86% yield). The product was judged to be >95% pure by NMR and was used in next step without any purification. The reaction mixture was stirred overnight was then filtered through a sintered glass funnel The solid was washed with Et2O The filtrate was diluted with water (150 mL) and it was extracted with Et2O (2×100 mL) washed successively with water (100 mL), saturated NH4Cl solution the organic layer was separated It was dried over Na2SO4 filtered the solvent was removed in vacuo
Source ID: ord-e631e4dd2da64b1eab8685314da1eed1PubChem References
These sources are listed in the compound's public database record.
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