Methyl chloroformate → Methyl 3-cyclopropylprop-2-ynoate
반응식
[CH:1]1([C:4]#[CH:5])[CH2:3][CH2:2]1.Cl[C:7]([O:9][CH3:10])=[O:8]>C(OCC)C>[CH3:10][O:9][C:7](=[O:8])[C:5]#[C:4][CH:1]1[CH2:3][CH2:2]1참가 물질
4
반응 조건
- 온도
- -78 °C
실험 절차
To a solution of cyclopropyl acetylene (10.0 g, 148 mmol) in 50 mL of ethyl ether at −78° C. under argon was added methyllithiium (1.4 M in ethyl ether, 107 mL, 150 mmol). This solution was stirred at −78° C. for 1 h. Methyl chloroformate (12.0 mL, 154 mmol) was added. The reaction mixture was warmed to room temperature in 2 h and was quenched with water. The organic layer was separated. The aqueous layer was extracted with ethyl ether (50 mL×3). The combined organic layer was dried over sodium sulfate and evaporated to give cyclopropyl-propynoic acid methyl ester as a yellow oil (13.25 g, 72%).
후처리
- temperatureThe reaction mixture was warmed to room temperature in 2 h
- customwas quenched with water
- customThe organic layer was separated
- extractionThe aqueous layer was extracted with ethyl ether (50 mL×3)
- dry with materialThe combined organic layer was dried over sodium sulfate
- customevaporated
출처 및 근거
- ORD 기록
- ord-3c5acd34bb5e410db624659553e1c648
- 출처 데이터셋
- uspto-grants-2006_10
- 특허 번호
- US07119102B2
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