反应详情

A solution of 4-hydroxymethyl-2-triethylsilylfuran (Compound 1, 160 mg, 0.75 mmol) in tetrahydrofuran (0.5 ml) was added to a suspension of potassium hydride (33 mg, 0.83 mmol) in tetrahydrofuran (1 ml) at room temperature. When all the potassium hydride disappeared, 1-iodododecane (0.37 ml, 1.5 mmol) was added. Stirring was continued for 4 days at room temperature. The reaction mixture was quenched with water. Extraction (ethyl ether) and evaporation of the dried (magnesium sulfate) extracts gave an oil, which was purified by flash chromatography on silica using 5% ethyl ether/hexane. Fractions with Rf of about 0.65 on evaporation gave the titled ether as a pale yellow oil.

1. customThe reaction mixture was quenched with water
2. extractionExtraction (ethyl ether) and evaporation of the
3. dry with materialdried (magnesium sulfate)
4. customextracts gave an oil, which
5. customwas purified by flash chromatography on silica using 5% ethyl ether/hexane
6. customFractions with Rf of about 0.65 on evaporation
7. customgave the titled ether as a pale yellow oil