反応式
C([Li])CCC.[CH2:6]([O:10][CH:11]1[CH2:16][CH2:15][CH2:14][CH2:13][O:12]1)[CH2:7][CH:8]=[CH2:9].[CH2:17]([Si:20](Cl)([CH3:22])[CH3:21])[CH:18]=[CH2:19]>C1COCC1>[CH2:17]([Si:20]([CH3:22])([CH3:21])[C:9]#[C:8][CH2:7][CH2:6][O:10][CH:11]1[CH2:16][CH2:15][CH2:14][CH2:13][O:12]1)[CH:18]=[CH2:19]参加物
反応条件
- 温度
- -78 °C
実験手順
A solution of n-butyllithium (12.0 ml, 30 mmol, 2.5 mol dm−3 in hexanes) was added dropwise to a stirred, cooled (−78° C.) solution of compound 2 (4.62 g, 30 mmol) in THF (60 ml) under an atmosphere of dry nitrogen. The reaction mixture was maintained at −78° C. for 1.5 h and a solution of allylchlorodimethylsilane (4.04 g, 30 mmol) in THF (20 ml) added dropwise. The reaction mixture was allowed to warm to room temperature, washed with water and the organic layer extracted into ethyl acetate/hexane (3 times). The combined extracts were washed with brine, dried (MgSO4) and the solvent removed in vacuo to yield a clear oil. The crude product was purified by column chromatography [silica gel, eluted with hexane/ethyl acetate (4:1), Rf: 0.48]
後処理
- temperatureto warm to room temperature
- washwashed with water
- extractionthe organic layer extracted into ethyl acetate/hexane (3 times)
- washThe combined extracts were washed with brine
- dry with materialdried (MgSO4)
- customthe solvent removed in vacuo
- customto yield a clear oil
- customThe crude product was purified by column chromatography [silica gel, eluted with hexane/ethyl acetate (4:1), Rf: 0.48]
出典と根拠
- ORDレコード
- ord-a225dab37c6a49c692f2e9f0403b1aeb
- 出典データセット
- uspto-grants-2004_05
- 特許番号
- US06737124B2
関連ノート
読み込み中…