Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Acetic Acid → (R)-1-(4-Bromo-3-methylphenyl)ethan-1-ol
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Acetic Acid | HCID 176 | — |
| 반응물 | 1-(4-Bromo-3-methylphenyl)ethanone | HCID 347124 | — |
| 반응물 | (3aS)-1-methyl-3,3-diphenyl-hexahydropyrrolo(1,2-c)(1,3,2)oxazaborole | HCID 2734713 | — |
| 반응물 | (Dimethyl sulfide)trihydroboron | HCID 12423031 | — |
| 용매 | Dichloromethane | HCID 6344 | — |
| 생성물 | (R)-1-(4-Bromo-3-methylphenyl)ethan-1-ol | HCID 89581083 | 71.2% |
반응 단계
A mixture of 1-(4-bromo-3-methylphenyl)ethanone (27.3 g, 128 mmol) and (S)-2-Methyl-CBS-oxazaborolidine (3.6 g, 12.8 mmol) in dichloromethane (500 mL) was added dimethylsulfide-borane (64 mL, 2M in tetrahydrofuran) dropwise at −20° C. and maintained at the same temperature for 2 hours. Acetic acid (15 mL) was added to quench the reaction. The resultant mixture was concentrated to give a residue. Then the mixture was concentrated to give a residue. The residue was purified by column chromatography (silica gel, petroleum ether/ethyl acetate=3:1) to give (R)-1-(4-bromo-3-methylphenyl)ethanol (19.6 g, 71%)
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US09206128B2 |
| 출처 데이터셋 | uspto-grants-2015_12 |
| ORD ID | ord-f0b0a3d12a694102bdb04c45ce894a95 |
| 출처 메모 | uspto-grants-2015_12 |