1-Bromododecane → HCID 15728729, compound

Participants

Reaction Steps

A mixture of 1-bromododecane (222 mg, 0.89 mmol) and magnesium turnings (22 mg, 0.94 mmol) in tetrahydrofuran (5 ml) was refluxed under argon for 1 hour. After cooling to 0°, a solution of 5-trimethylsilyl-3-furaldehyde (150 mg, 0.89 mol) in tetrahydrofuran (1 ml) was added and conditions maintained for 1 hour. 2-Methoxyethoxymethyl chloride (0.15 ml, 1.34 mmol) was added and stirring was contained at room temperature for 16 hours. The mixture was quenched with water and extracted with ethyl ether. Evaporating of the dried (magnesium sulphate) extracts gave an oil, which was purified by preparative TLC (20×20 cm, 1000μ silica plate; developed with 15% ethyl ether/petroleum ether). The little trimethylsilylfuran was obtained as a pale yellow oil.

Provenance & Evidence