3,3-Dimethylcyclopentan-1-one → 3,3-Dimethyl-1-vinylcyclopentanol
반응식
[CH:1]([Mg]Br)=[CH2:2].[CH3:5][C:6]1([CH3:12])[CH2:10][CH2:9][C:8](=[O:11])[CH2:7]1>C1COCC1>[CH3:5][C:6]1([CH3:12])[CH2:10][CH2:9][C:8]([CH:1]=[CH2:2])([OH:11])[CH2:7]1참가 물질
4
반응 조건
- 온도
- 7.5 °C
실험 절차
The reactor was charged with vinylmagnesium bromide (0.6M in THF, 245 ml, 147 mmol) and the solution was cooled to 5-10° C. 3,3-Dimethylcyclopentanone (2a, 15.0 g, 134 mmol) in THF (50 ml) was added over 10 minutes while keeping the temperature of the reaction mixture between 5-10° C. by means of an ice bath. The mixture was stirred for 30 minutes, then quenched with 10% AcOH (150 ml) and extracted with hexane (2×100 ml). The combined organic phases were washed with water, dried (MgSO4), concentrated and distilled bulb-to-bulb to afford 3a (14.3 g, 76% yield) as a colorless liquid.
후처리
- custombetween 5-10° C.
- customquenched with 10% AcOH (150 ml)
- extractionextracted with hexane (2×100 ml)
- washThe combined organic phases were washed with water
- dry with materialdried (MgSO4)
- concentrationconcentrated
- distillationdistilled bulb-to-bulb
출처 및 근거
- ORD 기록
- ord-adbbbd6856f740de87ec38f7e05ccc6c
- 출처 데이터셋
- uspto-grants-2015_08
- 특허 번호
- US09109186B2
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