Potassium Hydroxide → HCID 20295993, compound

Participants

Reaction Steps

A mixture of 13.6 parts of 2-methoxy-α-[(2-methylphenyl)amino]-1-naphthaleneacetamide and 120 parts of a solution of potassium hydroxide in ethanol 1 N is stirred and refluxed for 64 hours. The reaction mixture is evaporated and the residue is taken up in 250 parts of water. The unreacted starting material "A" is filtered off and the filtrate is neutralized with glacial acetic acid. The precipitated product is filtered off and dissolved in 140 parts of 1,1'-oxybisethane. The solution is washed with 100 parts of water, dried, filtered and evaporated. The solid residue is crystallized from 40 parts of 2-propanol at 0° C. The product is filtered off and dried, yielding 4.8 parts (35.5%) of 2-methoxy-α-[(2-methylphenyl)amino]-1-naphthaleneacetic acid; mp. 187.5° C.

Provenance & Evidence