Water → 2-(Cyclopropyloxy)-5-(trifluoromethoxy)phenylmethyl Methanesulfonate
반응식
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[CH:6]1([O:9][C:10]2[CH:15]=[CH:14][C:13]([O:16][C:17]([F:20])([F:19])[F:18])=[CH:12][C:11]=2[CH2:21][OH:22])[CH2:8][CH2:7]1.C(N(CC)CC)C.O>ClCCl>[CH3:1][S:2]([O:22][CH2:21][C:11]1[CH:12]=[C:13]([O:16][C:17]([F:19])([F:20])[F:18])[CH:14]=[CH:15][C:10]=1[O:9][CH:6]1[CH2:7][CH2:8]1)(=[O:4])=[O:3]참가 물질
반응 조건
- 온도
- 0 °C
실험 절차
Methanesulfonyl chloride (0.31 mL, 0.46 g, 4.0 mmol) was added dropwise to a stirred, cooled (−10° C.) solution of 2-(cyclopropyloxy)-5-(trifluoromethoxy)benzenemethanol (WO9900368, 0.5 g, 2.0 mmol) and triethylamine (0.56 mL, 0.40 g, 4.0 mmol) in dichloromethane (10 mL) and the mixture was stirred at 0° C. for 30 minutes, then at room temperature for 2 hours. Water (50 mL) was added and the mixture was extracted with ethyl acetate (2×50 mL). The combined organic fractions were washed with aqueous citric acid (10%, 20 mL), aqueous sodium hydrogen carbonate (saturated, 50 mL) and brine (50 mL), dried (MgSO4) and the solvent was evaporated under reduced pressure to give the title compound. 1H NMR (400 MHz, CDCl3) δ 7.28-7.22 (3H, m), 5.20 (2H, s), 3.80-3.77 (1H, m), 3.01 (3H, s), and 0.85-0.79 (4H, m).
후처리
- waitat room temperature for 2 hours
- extractionthe mixture was extracted with ethyl acetate (2×50 mL)
- washThe combined organic fractions were washed with aqueous citric acid (10%, 20 mL), aqueous sodium hydrogen carbonate (saturated, 50 mL) and brine (50 mL)
- dry with materialdried (MgSO4)
- customthe solvent was evaporated under reduced pressure
출처 및 근거
- ORD 기록
- ord-77e5e1251b8f4eb1ad3e74ff81d869f1
- 출처 데이터셋
- uspto-grants-2005_10
- 특허 번호
- US06953792B2
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