Benzyl Bromide → HCID 11006844, compound

Participants

Reaction Conditions

Reaction Steps

A 1.53 N butyllithium solution (3.0 ml; 4.59 mmol) in hexane is added dropwise to a stirred solution of ethyl phosphinate 3 (1000 mg; 2.08 mmol) in THF (35 ml) at -78° C. under an atmosphere of argon. After 10 minutes benzyl bromide (1.00 ml; 8.42 mmol) is added dropwise to the deep-red reaction solution. After 70 hours stirring at -70° C. the reaction solution is diluted with ether and extracted with saturated aqueous ammonium chloride solution. The organic phase is dried over Na2SO4 and evaporated under reduced pressure. The bis-alkylated phosphinates 5 (1303 mg, 95% of theory) are obtained after purification on silica gel using column chromatography (ethyl acetate/heptane=2/3).

Provenance & Evidence