HCID 11241422, 화합물 → HCID 12447362, 화합물
반응식
[C:1]([O:9][C@@:10]12[O:16][C@@H:11]1[CH2:12][CH2:13][CH2:14][CH2:15]2)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C(Cl)Cl>[C:1]([O:9][C@H:10]1[CH2:15][CH2:14][CH2:13][CH2:12][C:11]1=[O:16])(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1참가 물질
3
실험 절차
To a solution of (1R,2R)-2-benzoyloxy-1,2-epoxycyclohexane (0.030 g, 0.137 mmol, 93% ee) in anhydrous CH2Cl2 (0.4 mL) was added YbCl13 (0.0048 g, 0.0137 mmol). Upon stirring at room temperature for 30 min, the reaction mixture was quenched with saturated NaHCO3 solution, extracted with ether, dried over anhydrous Na2SO4, filtered, concentrated, and purified on buffered silica gel (0.5-1% Et3N) by flash column chromatography [EtOAc-CH2Cl2-hexane (3:7:40)] to afford (S)-2-benzoyloxy cyclohexanone (0.022 g, 73% yield, 88% ee).
후처리
- customthe reaction mixture was quenched with saturated NaHCO3 solution
- extractionextracted with ether
- dry with materialdried over anhydrous Na2SO4
- filtrationfiltered
- concentrationconcentrated
- custompurified on buffered silica gel (0.5-1% Et3N) by flash column chromatography [EtOAc-CH2Cl2-hexane (3:7:40)]
출처 및 근거
- ORD 기록
- ord-5c25385fc5e44198a00ab521e7b7e35b
- 출처 데이터셋
- uspto-grants-2002_05
- 특허 번호
- US06384265B1
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