Pyridine → 3-(2-Trimethylsilyl-4-furyl)propyl dodecanoate

Participants

Reaction Steps

Pyridine (0.06 ml, 0.72 mmol) was added to a mixture of 3-(5-trimethylsilyl-3-furyl)propan-1-ol (from above) and lauroyl chloride (0.17 ml, 0.72 mmol) in tetrahydrofuran (4 ml) at room temperature. After 14 hours, the mixture was diluted with ether (10 ml) and washed successively with water, copper (II) sulphate and brine. Evaporation of the dried (magnesium sulphate) organic layers gave an oil, which was purified by preparative TLC (20×20 cm, 500 u silica plate; developed with 10% ethyl ether/petroleum ether). The title ester was obtained as a colorless oil.

Provenance & Evidence