4-Methylphenyl-2-propenal → 3-(4-Methylphenyl)but-3-en-2-ol
反応式
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[CH2:11])[CH:9]=[O:10])=[CH:4][CH:3]=1.[CH3:12][Li]>C(OCC)C>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[CH2:11])[CH:9]([OH:10])[CH3:12])=[CH:4][CH:3]=1参加物
4
反応条件
- 温度
- -78 °C
実験手順
2.34 g of aldehyde 38 is dissolved in 150 ml of diethyl ether and cooled to −78° C. under nitrogen. 20 ml of methyllithium solution (1.6 M in diethyl ether) is now added in drops. After 1.5 hours at this temperature, it is quenched with saturated ammonium chloride solution, extracted with ethyl acetate, washed with sodium chloride solution, dried on sodium sulfate, and the solvent is removed. The residue is purified by chromatography on silica gel with ethyl acetate/hexane, whereby in addition to 237 mg of starting material, 1.06 g of title compound 39 accumulates as a colorless oil.
後処理
- customAfter 1.5 hours at this temperature, it is quenched with saturated ammonium chloride solution
- extractionextracted with ethyl acetate
- washwashed with sodium chloride solution
- customdried on sodium sulfate
- customthe solvent is removed
- customThe residue is purified by chromatography on silica gel with ethyl acetate/hexane, whereby in addition to 237 mg of starting material, 1.06 g of title compound 39 accumulates as a colorless oil
出典と根拠
- ORDレコード
- ord-a4d34dc24d3842bc8da23858fb6d1da9
- 出典データセット
- uspto-grants-2003_11
- 特許番号
- US06642218B2
反応ノート
読み込み中…