反应详情

A mixture of 4-(1-hydroxytridecyl)-2-trimethylsilylfuran (1.32 g, 3.89 mmol), acetic anhydride (4 ml) and pyridine (6 ml) was stirred under argon at ca. 20° for 16 h. After most of the solvent was removed under high vacuum (<40°), the residue was dissolved in ethyl ether (40 ml) and washed thoroughly with aqueous copper sulfate and water. Drying (magnesium sulfate) and evaporation gave a brown oil, which was flash chromatographed on silica using 5% ethyl ether/petroleum ether. Fractions with Rf of about 0.55 (10% ethyl ether/petroleum ether) on evaporation gave the desired trimethylsilylfuran as a pale yellow oil.

1. customAfter most of the solvent was removed under high vacuum (<40°)
2. dissolutionthe residue was dissolved in ethyl ether (40 ml)
3. washwashed thoroughly with aqueous copper sulfate and water
4. customDrying
5. custom(magnesium sulfate) and evaporation
6. customgave a brown oil, which
7. customchromatographed on silica using 5% ethyl ether/petroleum ether
8. customFractions with Rf of about 0.55 (10% ethyl ether/petroleum ether) on evaporation