Boron tribromide → 3-(1-Pyrrolidinyl)phenol
반응식
C[O:2][C:3]1[CH:4]=[C:5]([N:9]2[CH2:13][CH2:12][CH2:11][CH2:10]2)[CH:6]=[CH:7][CH:8]=1.B(Br)(Br)Br>ClCCl>[N:9]1([C:5]2[CH:4]=[C:3]([OH:2])[CH:8]=[CH:7][CH:6]=2)[CH2:10][CH2:11][CH2:12][CH2:13]1참가 물질
4
실험 절차
To a stirring solution of 1-(3-methoxy-phenyl)-pyrrolidine (354 mg, 2 mmol) in dichloromethane (30 ml) at 0° C. was added BBr3 (4.0 ml, 4 mmol, 1 M solution in dichloromethane) in a dropwise fashion. The resulting solution was stirred over night at room temperature and then poured into ice water (30 ml). The aqueous mixture was extracted with dichloromethane (3×). The combine organic layers were washed with brine (1×), dried over sodium sulfate, and filtered. The dichloromethane filtrate was concentrated to afford the title compound as an oil (317 mg, 97%). MS(ES) m/e 164.2 ([M+H]+).
후처리
- extractionThe aqueous mixture was extracted with dichloromethane (3×)
- washThe combine organic layers were washed with brine (1×)
- dry with materialdried over sodium sulfate
- filtrationfiltered
- concentrationThe dichloromethane filtrate was concentrated
출처 및 근거
- ORD 기록
- ord-eb0e15b0723d43848a6d6cb02d9b30c2
- 출처 데이터셋
- uspto-grants-2008_04
- 특허 번호
- US07365085B2
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