Phthalide → HCID 10611539, compound

Participants

Reaction Conditions

Reaction Steps

Sodium hydride (0.1 mol) is suspended in 60 ml. of dry dimethylformamide and 0.1 mol of 3-chlorophenol in about 60 ml. of dimethylformamide is added dropwise maintaining the temperature at 25° C. When hydrogen evolution is completed, 0.1 mol of phthalide in about 60 ml. of dimethylformamide is added slowly at 25° C. The mixture is refluxed for two hours, stirred at room temperature overnight, poured into ice-water and extracted with ether. The aqueous fraction is acidified with concentrated hydrochloric acid and extracted with ether. The combined ether fraction is dried and concentrated to give 2-(3-chlorophenoxymethyl) benzoic acid, m.p. 154°-155° C.

Provenance & Evidence