Reaction #4080050
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-9ec3c012242b425fb4bc2bf996f03077No renderable structure data available
CC(C)(C)CN1CCC(CC1)COChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | [1-(2,2-dimethylpropyl)piperidin-4-yl]methanol |
|---|---|
| IUPAC Name | — |
| CAS Number | 917898-68-1 |
| Database ID | 21060224 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
[1-(2,2-dimethylpropyl)piperidin-4-yl]methanol (CAS 917898-68-1) 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 21060224
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
10 reactions · 10 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-9ec3c012242b425fb4bc2bf996f03077Conditions: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of oxalyl chloride (490 μL, 5.6 mmol) in DCM (10 mL) at −78° C. was added DMSO (796 μL, 11.2 mmol) dropwise followed by the addition of a solution of 20b (943 mg, 5.6 mmol) in DCM (2 mL). The mixture was stirred at −78° C. for 30 min and TEA (3.6 mL, 25.5 mmol) was added. The reaction was stirred at −78° C. for 5 min, warmed to rt and stirred at rt for 30 min. The reaction was quenched with water and extracted with DCM. The organic layers were combined and washed with water, dried over magnesium sulfate to give 20c as a yellow semi-solid (880 mg). The reaction was stirred at −78° C. for 5 min warmed to rt stirred at rt for 30 min The reaction was quenched with water extracted with DCM washed with water dried over magnesium sulfate
Source ID: ord-68635d8bc43641c59b183e28455d7656Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 20a (29.5 g, 122 mmol) was dissolved in 200 mL of tetrahydrofuran and cooled to 0° C. Lithium aluminum hydride (s) (10.6 g, 279 mmol) was added slowly and the reaction was allowed to warm to rt and stirred for 24 h. The reaction was quenched by slow addition of sodium sulfate hydrated crystals (Na2SO4.10H2O) until there was no bubbling on addition followed by 20 mL of water. The mixture was filtered through Celite®, and the Celite® washed with diethyl ether. The solvent was removed from the filtrate to provide 20 g (97%) of the desired product as a white solid. 1H NMR (400 MHz, CDCl3). to warm to rt The reaction was quenched by slow addition of sodium sulfate hydrated crystals (Na2SO4.10H2O) until there bubbling on addition The mixture was filtered through Celite® the Celite® washed with diethyl ether The solvent was removed from the filtrate
Source ID: ord-cc3d8336b3cb4a12933dd1ca2bc5b351Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-9ec3c012242b425fb4bc2bf996f03077Conditions: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of oxalyl chloride (490 μL, 5.6 mmol) in DCM (10 mL) at −78° C. was added DMSO (796 μL, 11.2 mmol) dropwise followed by the addition of a solution of 20b (943 mg, 5.6 mmol) in DCM (2 mL). The mixture was stirred at −78° C. for 30 min and TEA (3.6 mL, 25.5 mmol) was added. The reaction was stirred at −78° C. for 5 min, warmed to rt and stirred at rt for 30 min. The reaction was quenched with water and extracted with DCM. The organic layers were combined and washed with water, dried over magnesium sulfate to give 20c as a yellow semi-solid (880 mg). The reaction was stirred at −78° C. for 5 min warmed to rt stirred at rt for 30 min The reaction was quenched with water extracted with DCM washed with water dried over magnesium sulfate
Source ID: ord-68635d8bc43641c59b183e28455d7656Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 20a (29.5 g, 122 mmol) was dissolved in 200 mL of tetrahydrofuran and cooled to 0° C. Lithium aluminum hydride (s) (10.6 g, 279 mmol) was added slowly and the reaction was allowed to warm to rt and stirred for 24 h. The reaction was quenched by slow addition of sodium sulfate hydrated crystals (Na2SO4.10H2O) until there was no bubbling on addition followed by 20 mL of water. The mixture was filtered through Celite®, and the Celite® washed with diethyl ether. The solvent was removed from the filtrate to provide 20 g (97%) of the desired product as a white solid. 1H NMR (400 MHz, CDCl3). to warm to rt The reaction was quenched by slow addition of sodium sulfate hydrated crystals (Na2SO4.10H2O) until there bubbling on addition The mixture was filtered through Celite® the Celite® washed with diethyl ether The solvent was removed from the filtrate
Source ID: ord-cc3d8336b3cb4a12933dd1ca2bc5b351Conditions: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of oxalyl chloride (490 μL, 5.6 mmol) in DCM (10 mL) at −78° C. was added DMSO (796 μL, 11.2 mmol) dropwise followed by the addition of a solution of 20b (943 mg, 5.6 mmol) in DCM (2 mL). The mixture was stirred at −78° C. for 30 min and TEA (3.6 mL, 25.5 mmol) was added. The reaction was stirred at −78° C. for 5 min, warmed to rt and stirred at rt for 30 min. The reaction was quenched with water and extracted with DCM. The organic layers were combined and washed with water, dried over magnesium sulfate to give 20c as a yellow semi-solid (880 mg). The reaction was stirred at −78° C. for 5 min warmed to rt stirred at rt for 30 min The reaction was quenched with water extracted with DCM washed with water dried over magnesium sulfate
Source ID: ord-51a02bc53bdf496eb359031a3a46b719Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 20a (29.5 g, 122 mmol) was dissolved in 200 mL of tetrahydrofuran and cooled to 0° C. Lithium aluminum hydride (s) (10.6 g, 279 mmol) was added slowly and the reaction was allowed to warm to rt and stirred for 24 h. The reaction was quenched by slow addition of sodium sulfate hydrated crystals (Na2SO4.10H2O) until there was no bubbling on addition followed by 20 mL of water. The mixture was filtered through Celite®, and the Celite® washed with diethyl ether. The solvent was removed from the filtrate to provide 20 g (97%) of the desired product as a white solid. 1H NMR (400 MHz, CDCl3). to warm to rt The reaction was quenched by slow addition of sodium sulfate hydrated crystals (Na2SO4.10H2O) until there bubbling on addition The mixture was filtered through Celite® the Celite® washed with diethyl ether The solvent was removed from the filtrate
Source ID: ord-8f9be9092dbf4be9889bb6b389d40088Conditions: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of oxalyl chloride (490 μL, 5.6 mmol) in DCM (10 mL) at −78° C. was added DMSO (796 μL, 11.2 mmol) dropwise followed by the addition of a solution of 20b (943 mg, 5.6 mmol) in DCM (2 mL). The mixture was stirred at −78° C. for 30 min and TEA (3.6 mL, 25.5 mmol) was added. The reaction was stirred at −78° C. for 5 min, warmed to rt and stirred at rt for 30 min. The reaction was quenched with water and extracted with DCM. The organic layers were combined and washed with water, dried over magnesium sulfate to give 20c as a yellow semi-solid (880 mg). The reaction was stirred at −78° C. for 5 min warmed to rt stirred at rt for 30 min The reaction was quenched with water extracted with DCM washed with water dried over magnesium sulfate
Source ID: ord-68635d8bc43641c59b183e28455d7656Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 20a (29.5 g, 122 mmol) was dissolved in 200 mL of tetrahydrofuran and cooled to 0° C. Lithium aluminum hydride (s) (10.6 g, 279 mmol) was added slowly and the reaction was allowed to warm to rt and stirred for 24 h. The reaction was quenched by slow addition of sodium sulfate hydrated crystals (Na2SO4.10H2O) until there was no bubbling on addition followed by 20 mL of water. The mixture was filtered through Celite®, and the Celite® washed with diethyl ether. The solvent was removed from the filtrate to provide 20 g (97%) of the desired product as a white solid. 1H NMR (400 MHz, CDCl3). to warm to rt The reaction was quenched by slow addition of sodium sulfate hydrated crystals (Na2SO4.10H2O) until there bubbling on addition The mixture was filtered through Celite® the Celite® washed with diethyl ether The solvent was removed from the filtrate
Source ID: ord-cc3d8336b3cb4a12933dd1ca2bc5b351PubChem References
These sources are listed in the compound's public database record.
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