Chloroacetic Acid → HCID 20556480, compound

Participants

Reaction Steps

400 mg of 5-(p-hydroxyphenyl)-5-phenylhydantoin in 4 ml of absolute ethanol was mixed with 140 mg of chloroacetic acid in 3.5 ml of 1 N-potassium hydroxide ethanol solution and then the mixture was refluxed for 22 hours. After cooled, the mixture was acidified with 0.33 ml of 5 N-hydrochloric acid, followed by distillation to remove the ethanol. Then 20 ml of distilled water was added and the pH value was adjusted to 1.0-2.0 with 5 N-hydrochloric acid. The solution obtained was extracted four times with 5 ml of ethyl acetate and dried with anhydrous sodium sulfate. Then it was dissolved in 2 ml of chloroform-methanol (2:1, v/v) solution and the solution was fractionated through a 2.0×40 cm silica gel column. The second fraction was collected. 5-(p-carboxymethoxyphenyl)-5-phenylhydantoin (CMPPH) was obtained by evaporating the second fraction and dried on calcium chloride under vacuo.

Provenance & Evidence