Triphenylphosphine → HCID 23371885, compound

Participants

Reaction Steps

3.0 g (10.48 mmol) of (RS)-5-methoxymethyl-3-(4-bromo-phenyl)-oxazolidin-2-one, 6.29 g (6.29 mmol) of triphenylphosphine, 0.88 g (1.25 mmol) of bis(triphenylphosphine)palladium-II dichloride, 3.73 g of lithium chloride, 1 spatula tip of 2,6-di-tert-butyl-p-cresol and 6.94 g of tributyl-cyclopropylstannane in 50 ml of DMF were stirred at 120° for 6 hours. The reaction mixture was treated with water and 1N sodium hydroxide solution and extracted with ether. The crude product obtained was chromatographed on a 30-fold amount of silica gel. The extracts which were uniform according to tlc (silica gel, ethyl acetate-hexane 1:1) were pooled and the solvent was distilled off. 0.3 g of colorless crystals was obtained from tert-butyl methyl ether/hexane. M.p. 58°-60°.

Provenance & Evidence