p-Toluenesulfonic acid → HCID 66975468, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (2RS,3RS)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-(3,4-dichlorophenyl)-3-hydroxybutanenitrile (152 g) in toluene (1000 ml) were added 2,2-dimethoxypropane (131.8 g) and p-toluenesulfonic acid (8.02 g), and the mixture was stirred under nitrogen purging at 80° C. for 2 hr. Under ice-cooling, the mixture was neutralized with saturated aqueous sodium hydrogen carbonate, and the mixture was extracted with ethyl acetate. The organic layer was washed with brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated. The residue was crystallized from diisopropyl ether to give the title compound (99 g) as colorless crystals.

Provenance & Evidence