HCID 178488009, compound → HCID 20428330, compound

Participants

Reaction Steps

A suspension of the product from part (b) (2.0 g) in a mixture of sodium hydroxide solution (1N) and ethyl acetate (200 ml) was stirred until solution was obtained. The organic phase was removed, washed with water, dried and evaporated to a gum. A solution of the gum in dry dimethyl formamide (20 ml) was added to a stirred suspension of sodium hydride (300 mg of a 50% dispersion in oil) in the same solvent (20 ml) and stirring was continued for 1 h. A solution of phenylisothiocyanate (0.72 g) in dry dimethylformamide was added at room temperature and stirring continued for a further 2 h. Methyl iodide (0.7 g) was added and the reaction mixture allowed to stand at room temperature for 16 h. Addition of water (100 ml) resulted in the precipitation of a waxy solid which was collected and crystallised from acetonitrile to give the title compound as a pale cream crystals (400 mg), mp 213°-4°.

Provenance & Evidence