5-(Trimethylsilyl)furan-3-carbaldehyde → HCID 19885919, compound

Participants

Reaction Steps

To a stirred solution of 5-trimethylsilyl-3-furaldehyde (0.134 g., 0.796 mmol) in 15 ml tetrahydrofuran at -78° under argon was added n-butyllithium (0.836 mmol in hexane). The reaction mixture was allowed to warm to room temperature, stirred for 30 minutes and quenched with a 5% ammonium chloride solution. The resulting mixture was partitioned between ethyl ether and 5% sodium bicarbonate solution. The organic portion was washed with water, saturated sodium chloride solution, dried over magnesium sulfate, filtered and concentrated to give the desired alcohol. This material was carried on without further purification.

Provenance & Evidence