Sodium Carbonate → 3-Phenylcyclopentan-1-one
반응식
[C:1]1(B(O)O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:10]1(=[O:15])[CH2:14][CH2:13][CH:12]=[CH:11]1.C([O-])([O-])=O.[Na+].[Na+]>O>[C:1]1([CH:12]2[CH2:13][CH2:14][C:10](=[O:15])[CH2:11]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1참가 물질
5
반응 조건
- 온도
- 80 °C
실험 절차
A mixture of phenylboronic acid (1.63 g, 13.4 mmol), cyclopent-2-enone (1.0 g, 10.4 mmol), and Na2CO3 (2.2 g, 20.8 mmol) was purged with nitrogen for 15 min followed by the addition of [Rh(cod)Cl]2 (100 mg, 0.21 mmol) and water (30 mL). The resulting suspension was heated to 80° C. for 20 min. The mixture was extracted with CH2Cl2, washed with brine, dried over MgSO4 and chromatographed on silica gel using 3:1 hexanes:ethylacetate to afford the title compound as a colorless oil. MS m/z: 161 (M+1).
후처리
- customwas purged with nitrogen for 15 min
- extractionThe mixture was extracted with CH2Cl2
- washwashed with brine
- dry with materialdried over MgSO4
- customchromatographed on silica gel using 3:1 hexanes
출처 및 근거
- ORD 기록
- ord-147c94453ff04655b535e8f7b4dc7e97
- 출처 데이터셋
- uspto-grants-2012_04
- 특허 번호
- US08163766B2
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