反应详情

tert-Butyl lithium (a 1.7M solution in pentane; 0.47 ml, 0.79 mmol) was added dropwise to a solution of 4-(1-hydroxytridecyl)-2-trimethylsilylfuran (256.4 mg, 0.76 mmol), prepared as in Example 38, in tetrahydrofuran (5 ml) at -78° under argon. After 10 minutes, a solution of 4-phenylbutyryl chloride (145 mg, 0.79 mmol) was added. Stirring was continued at room temperature for 2 days and the mixture was quenched with water. Extraction and evaporation of the dried (magnesium sulphate) extracts gave an oil, which was purified by preparative thin-layer chromatography (20×20 cm, 1000μ silica plate; developed with 10% ethyl ether/hexane). The title ester was obtained as a light yellow oil.

1. waitwas continued at room temperature for 2 days
2. customthe mixture was quenched with water
3. extractionExtraction and evaporation of the
4. dry with materialdried (magnesium sulphate)
5. customextracts gave an oil, which
6. customwas purified by preparative thin-layer chromatography (20×20 cm, 1000μ silica plate; developed with 10% ethyl ether/hexane)