Hydrochloric Acid → 3-Ethynylcyclohex-2-en-1-one
반응식
[C:1]([Mg]Br)#[CH:2].C(O[C:8]1[CH2:13][CH2:12][CH2:11][C:10](=[O:14])[CH:9]=1)C.Cl>O1CCCC1>[C:1]([C:8]1[CH2:13][CH2:12][CH2:11][C:10](=[O:14])[CH:9]=1)#[CH:2]참가 물질
5
실험 절차
To a solution of 0.5N ethynylmagnesium bromide in tetrahydrofuran (100 mL) was added under N2 and stirring 3-ethoxy-2-cyclohexen-1-one (3.75 9, 26.8 mmol) in tetrahydrofuran (12.5 mL). The mixture was stirred at RT for 20 h when it was acidified with 1N HCl (200 mL). After stirring for 15 min the acidic phase was extracted with dichloromethane (5×50 mL). The combined organic extracts were washed with water (2×50 mL) and dried (MgSO4). Evaporation of the solvent gave an oil that was purified by column chromatography (silica, ethyl acetate/hexane 1:9) to yield a yellow oil, 2.71 g, 22.6 mmol, 84%). Analysis were in agreement with literature data.
후처리
- stirringAfter stirring for 15 min the acidic phase
- extractionwas extracted with dichloromethane (5×50 mL)
- washThe combined organic extracts were washed with water (2×50 mL)
- dry with materialdried (MgSO4)
- customEvaporation of the solvent
- customgave an oil that
- customwas purified by column chromatography (silica, ethyl acetate/hexane 1:9)
- customto yield a yellow oil, 2.71 g, 22.6 mmol, 84%)
출처 및 근거
- ORD 기록
- ord-3e58a874c8644d30b22fc306466b38bc
- 출처 데이터셋
- uspto-grants-2004_01
- 특허 번호
- US06683087B2
반응 노트
불러오는 중…