Ethyl Acetate → 2(R)-(p-tert-butyl-benzyl)-3-methyl-butanol

Participants

Reaction Conditions

Reaction Steps

A solution of 4(R)-benzyl-3-[2(R)-(p-tert-butyl-benzyl)-3-methyl-butyryl]-oxazolidin-2-one (8.63 g) in tetrahydrofuran (40 ml) is added dropwise at 0° C., with stirring, to a suspension of lithium aluminium hydride (2.41 g) in tetrahydrofuran (160 ml). The reaction mixture is stirred for 4 hours at 0° C. and then, at 0° C., ethyl acetate (5 ml), 30 ml of a (1:1) mixture of tetrahydrofuran/water and 2N sulfudc acid (80 ml) are added in succession thereto. The supension is extracted with ethyl acetate and the crude product is purified by FC (700 g of silica gel, eluant dichloromethane). The title compound is obtained: Rf (dichloromethane)=0.34; m.p. 49°-51° C.

Provenance & Evidence