Allyl chloride → HCID 15860210, compound

Participants

Reaction Steps

To a stirred solution of N-(3-cyclopentyloxy-4-methoxyphenylacetyl)-2-hydroxy-5-chloroaniline (78 g, 0.21 mol) in ethanol (600 ml) and 1 N NaOH in methanol (213 ml) was added allyl chloride (23.3 g, 0.31 mol). The mixture was heated under reflux for 8 hours, after which it was diluted with water and extracted twice with ethyl acetate. Evaporation of the ethyl acetate and crystallization of the residue from methanol gave 56.4 g (65%) of the title compound, mp 75-76.5° C.

Provenance & Evidence