反应详情

n-Butyl lithium (a 1.6M solution in hexane; 0.69 ml, 1.1 mmol) was added dropwise to a solution of (2-naphthyl)propyl tributylstannylmethyl ether (511.9 mg, 1.05 mmol) in tetrahydrofuran (5 ml) at -78° under argon. After 5 minutes, a solution of 5-trimethylsilyl-3-furaldehyde (176 mg, 1.05 mmol) in tetrahydrofuran (1/2 ml) was added, followed by acetic anhydride (0.1 ml, 1.58 mmol) after 25 minutes. Stirring was continued at -78° for 1 hour and the mixture was quenched with water. Extraction (ethyl ether) and evaporation of the dried (magnesium sulphate) extracts gave an oil, which was flash chromatographed using 10% ethyl ether/petroleum ether. The title ester was obtained as a pale yellow oil.

1. waitwas continued at -78° for 1 hour
2. customthe mixture was quenched with water
3. extractionExtraction (ethyl ether) and evaporation of the
4. dry with materialdried (magnesium sulphate)
5. customextracts gave an oil, which
6. customchromatographed