Sodium hydride → HCID 54230691, compound

Participants

Reaction Steps

A mixture of 3.37 g of the acid of Step A, 25 ml of hexamethylphosphortriamide and 0.57 g of a 50% suspension of sodium hydride in mineral oil stood until evolution of hydrogen ceased and then a solution of 1.78 g of chloromethyl pivalate in 10 ml of hexamethylphosphortriamide was progressively added thereto at room temperature. The mixture was stirred for 2 hours and was then poured into 250 ml of water. The mixture was extracted with isopropyl ether and the extracts were evaporated to dryness under reduced pressure. The residue was purified by chromatography over silica gel with a 95:5 mixture of methylene chloride-ethyl acetate as eluant. The fraction having Rf=0.65 was pivaloyloxymethyl 2-methyl-3-(p-chlorobenzoyl)-phenylacetate melting at 87°C.

Provenance & Evidence