Hydrochloric Acid → 2-Methyl-2-(phenylsulfanyl)propan-1-ol
반응식
[CH3:1][C:2]([S:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)([CH3:7])[C:3](OC)=[O:4].CC(C[AlH]CC(C)C)C.Cl>ClCCl.C1(C)C=CC=CC=1>[CH3:7][C:2]([S:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)([CH3:1])[CH2:3][OH:4]참가 물질
6
실험 절차
A −78° C. solution of Example 103B (860 mg, 4.1 mmol) in dichloromethane (10 mL) was treated with 1.0M DIBAL-H in toluene (11 mL), warmed to room temperature over 4 hours, poured into a mixture of 3M HCl (15 mL) and ice (˜10 g), and extracted with ethyl acetate (100 mL). The combined extracts were washed with 1M HCl (10 mL) and brine (10 mL), dried (MgSO4), filtered, and concentrated. The concentrate was purified by flash column chromatography on silica gel with 10-30% ethyl acetate/hexanes to provide the desired product. MS (DCI) m/e 183 (M+H)+.
후처리
- extractionextracted with ethyl acetate (100 mL)
- washThe combined extracts were washed with 1M HCl (10 mL) and brine (10 mL)
- dry with materialdried (MgSO4)
- filtrationfiltered
- concentrationconcentrated
- customThe concentrate was purified by flash column chromatography on silica gel with 10-30% ethyl acetate/hexanes
출처 및 근거
- ORD 기록
- ord-b5ade342920b4619838733857ed6d449
- 출처 데이터셋
- uspto-grants-2004_04
- 특허 번호
- US06720338B2
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