Sodium Hydroxide → HCID 178524044, compound

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Reaction Steps

12.1 g of 4-(m-chlorobenzoyl)-5-hydroxybenzocyclobutene- 1-carboxylic acid methyl ester are dissolved in 120 ml of ether; 100 ml of 2N aqueous sodium hydroxide solution are added and the whole is stirred well for 15 minutes at room temperature. The ether phase is separated off and washed with water. The strongly yellow-coloured aqueous phase is washed with ether. The combined aqueous phases are rendered acidic with concentrated hydrochloric acid and extracted thoroughly with methylene chloride. The combined methylene chloride extracts are dried over magnesium sulphate and concentrated by evaporation. Crystallisation of the residue from ether/petroleum ether yields 4-(m-chlorobenzoyl)-5-hydroxybenzocyclobutene-1-carboxylic acid in the form of yellow crystals having a melting point of 138°-139°.

Provenance & Evidence