No renderable structure data available
CC(C)(C)[Si](C)(C)OCCCC(=O)C1=CC=CC=C1Chemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 4-[tert-butyl(dimethyl)silyl]oxy-1-phenylbutan-1-one |
|---|---|
| IUPAC Name | — |
| CAS Number | 143878-47-1 |
| Database ID | 11065793 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
4-[tert-butyl(dimethyl)silyl]oxy-1-phenylbutan-1-one (CAS 143878-47-1) 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 11065793
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-4dcfdf361c9e43c2a3c2019e4b66977cConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-8c387cc564c8427580a39db8a676928cConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-ed8a4f040f3647c4b8751a7ac988c623Conditions: temp:90.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 4-(tert-butyldimethylsilanyloxy)-1-phenylbutan-1-one (420 mg, 1.5 mmol) in EtOH (4 mL) was added 2,5-difluorobenzoic acid hydrazide (260 mg, 1.5 mmol) and acetic acid (0.07 mL, 1.2 mmol). After stirring the reaction mixture at 90° C. for 5 hours, more acetic acid (0.1 mL) was added. The mixture was stirred at 90° C. for 40 hours and then concentrated under reduced pressure. The mixture of starting material and product was carried forward without further purification. The mixture was stirred at 90° C. for 40 hours concentrated under reduced pressure The mixture of starting material and product was carried forward without further purification
Source ID: ord-178fbdfd559a411e9ac360a296e2e083Conditions: temp:90.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 4-(tert-butyldimethylsilanyloxy)-1-phenylbutan-1-one (420 mg, 1.5 mmol) in EtOH (4 mL) was added 2,5-difluorobenzoic acid hydrazide (260 mg, 1.5 mmol) and acetic acid (0.07 mL, 1.2 mmol). After stirring the reaction mixture at 90° C. for 5 hours, more acetic acid (0.1 mL) was added. The mixture was stirred at 90° C. for 40 hours and then concentrated under reduced pressure. The mixture of starting material and product was carried forward without further purification. The mixture was stirred at 90° C. for 40 hours concentrated under reduced pressure The mixture of starting material and product was carried forward without further purification
Source ID: ord-178fbdfd559a411e9ac360a296e2e083Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 4-hydroxy-1-phenyl-butan-1-one (3.29 g, 20 mmol) in DMF (20 mL) was added tert-butylchlorodimethyl-silane (4.5 g, 30 mmol) and imidazole (4.1 g, 60 mmol). After stirring at room temperature for 14 hours, the reaction mixture was diluted with diethyl ether (150 mL) and washed with 1M HCl (2×70 mL), water (2×70 mL) and brine (100 mL). The combined organics were dried over Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by flash column chromatography (6% ethyl acetate in hexanes) to provide the product (5 g, 90%) as a colorless oil. washed with 1M HCl (2×70 mL), water (2×70 mL) and brine (100 mL) The combined organics were dried over Na2SO4 filtered concentrated under reduced pressure The residue was purified by flash column chromatography (6% ethyl acetate in hexanes)
Source ID: ord-2cc95be0583248d0af7d31808f264342Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 4-hydroxy-1-phenyl-butan-1-one (3.29 g, 20 mmol) in DMF (20 mL) was added tert-butylchlorodimethyl-silane (4.5 g, 30 mmol) and imidazole (4.1 g, 60 mmol). After stirring at room temperature for 14 hours, the reaction mixture was diluted with diethyl ether (150 mL) and washed with 1M HCl (2×70 mL), water (2×70 mL) and brine (100 mL). The combined organics were dried over Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by flash column chromatography (6% ethyl acetate in hexanes) to provide the product (5 g, 90%) as a colorless oil. washed with 1M HCl (2×70 mL), water (2×70 mL) and brine (100 mL) The combined organics were dried over Na2SO4 filtered concentrated under reduced pressure The residue was purified by flash column chromatography (6% ethyl acetate in hexanes)
Source ID: ord-2cc95be0583248d0af7d31808f264342Conditions: temp:90.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 4-(tert-butyldimethylsilanyloxy)-1-phenylbutan-1-one (420 mg, 1.5 mmol) in EtOH (4 mL) was added 2,5-difluorobenzoic acid hydrazide (260 mg, 1.5 mmol) and acetic acid (0.07 mL, 1.2 mmol). After stirring the reaction mixture at 90° C. for 5 hours, more acetic acid (0.1 mL) was added. The mixture was stirred at 90° C. for 40 hours and then concentrated under reduced pressure. The mixture of starting material and product was carried forward without further purification. The mixture was stirred at 90° C. for 40 hours concentrated under reduced pressure The mixture of starting material and product was carried forward without further purification
Source ID: ord-77750494f64e4716bc84f6f5c40eb425Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 4-hydroxy-1-phenyl-butan-1-one (3.29 g, 20 mmol) in DMF (20 mL) was added tert-butylchlorodimethyl-silane (4.5 g, 30 mmol) and imidazole (4.1 g, 60 mmol). After stirring at room temperature for 14 hours, the reaction mixture was diluted with diethyl ether (150 mL) and washed with 1M HCl (2×70 mL), water (2×70 mL) and brine (100 mL). The combined organics were dried over Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by flash column chromatography (6% ethyl acetate in hexanes) to provide the product (5 g, 90%) as a colorless oil. washed with 1M HCl (2×70 mL), water (2×70 mL) and brine (100 mL) The combined organics were dried over Na2SO4 filtered concentrated under reduced pressure The residue was purified by flash column chromatography (6% ethyl acetate in hexanes)
Source ID: ord-b76d2d68471142148c1ddce22df4bce9Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 4-hydroxy-1-phenyl-butan-1-one (3.29 g, 20 mmol) in DMF (20 mL) was added tert-butylchlorodimethyl-silane (4.5 g, 30 mmol) and imidazole (4.1 g, 60 mmol). After stirring at room temperature for 14 hours, the reaction mixture was diluted with diethyl ether (150 mL) and washed with 1M HCl (2×70 mL), water (2×70 mL) and brine (100 mL). The combined organics were dried over Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by flash column chromatography (6% ethyl acetate in hexanes) to provide the product (5 g, 90%) as a colorless oil. washed with 1M HCl (2×70 mL), water (2×70 mL) and brine (100 mL) The combined organics were dried over Na2SO4 filtered concentrated under reduced pressure The residue was purified by flash column chromatography (6% ethyl acetate in hexanes)
Source ID: ord-b76d2d68471142148c1ddce22df4bce9Conditions: temp:90.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 4-(tert-butyldimethylsilanyloxy)-1-phenylbutan-1-one (420 mg, 1.5 mmol) in EtOH (4 mL) was added 2,5-difluorobenzoic acid hydrazide (260 mg, 1.5 mmol) and acetic acid (0.07 mL, 1.2 mmol). After stirring the reaction mixture at 90° C. for 5 hours, more acetic acid (0.1 mL) was added. The mixture was stirred at 90° C. for 40 hours and then concentrated under reduced pressure. The mixture of starting material and product was carried forward without further purification. The mixture was stirred at 90° C. for 40 hours concentrated under reduced pressure The mixture of starting material and product was carried forward without further purification
Source ID: ord-a16da6999e724ee0a6b2f1220721c3f5Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 4-hydroxy-1-phenyl-butan-1-one (3.29 g, 20 mmol) in DMF (20 mL) was added tert-butylchlorodimethyl-silane (4.5 g, 30 mmol) and imidazole (4.1 g, 60 mmol). After stirring at room temperature for 14 hours, the reaction mixture was diluted with diethyl ether (150 mL) and washed with 1M HCl (2×70 mL), water (2×70 mL) and brine (100 mL). The combined organics were dried over Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by flash column chromatography (6% ethyl acetate in hexanes) to provide the product (5 g, 90%) as a colorless oil. washed with 1M HCl (2×70 mL), water (2×70 mL) and brine (100 mL) The combined organics were dried over Na2SO4 filtered concentrated under reduced pressure The residue was purified by flash column chromatography (6% ethyl acetate in hexanes)
Source ID: ord-863a5d84014943dca0df2cf87b32d812PubChem References
These sources are listed in the compound's public database record.
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