Propanal → 6,6-Diethoxy-4-hexyn-3-ol
반응식
[CH2:1]([O:3][CH:4]([O:7][CH2:8][CH3:9])[C:5]#[CH:6])[CH3:2].[Li]CCCC.[CH:15](=[O:18])[CH2:16][CH3:17]>C1COCC1>[CH2:1]([O:3][CH:4]([O:7][CH2:8][CH3:9])[C:5]#[C:6][CH:15]([OH:18])[CH2:16][CH3:17])[CH3:2]참가 물질
5
실험 절차
A mixture of 3,3-Diethoxy-propyne (2.73 g, 21.3 mmol) in THF (40 ml) was cooled to −78 C under N2. A solution of n-BuLi (2.0M in cyclohexane, 14 mL, 28 mmol) was added. After 30 min., Propionaldehyde (1.61 g, 27.7 mmol) in THF (10 ml) was added. After 15 h, the reaction was quenched by dilution with 1N HCl, warmed to room temperature and extracted into EtOAc. The organic layer was washed with brine, dried over sodium sulfate, filtered and evaporated to give product, 4.30 g (83%).
후처리
- temperaturewas cooled to −78 C under N2
- waitAfter 15 h
- customthe reaction was quenched by dilution with 1N HCl
- extractionextracted into EtOAc
- washThe organic layer was washed with brine
- dry with materialdried over sodium sulfate
- filtrationfiltered
- customevaporated
- customto give product, 4.30 g (83%)
출처 및 근거
- ORD 기록
- ord-8684c94532ee491293ad875553f7002f
- 출처 데이터셋
- uspto-grants-2013_03
- 특허 번호
- US08404859B2
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