Water → HCID 53837304, compound

Participants

Reaction Steps

In a 5 l three-necked flask were placed 1 l of water and 225.5 g. of sodium acetate. After dissolution of the sodium acetate with stirring, the resulting solution was cooled on an ice bath and 375 g. of p-dimethylaminomethylaniline and 400 ml of acetic acid were added thereto. The resulting mixture was cooled until the temperature became below 10° C. To the cooled mixture was added dropwise 287.4 g. of methacrylic acid chloride gradually to the extent that the temperature in the flask might not exceed 10° C. After completion of the dropwise addition, the stirring was continued for 30 minutes at the same temperature, followed by further stirring for 2 hours without the ice bath. To the reaction mixture thus obtained were added 500 ml of ethyl acetate and a solution of 400 g. of sodium hydroxide in 600 ml of water and the resulting mixture was extracted with ethyl acetate. After the extract was dried over anhydrous magnesium sulfate, the ethyl acetate was removed by distillation. The residue was dissolved in 300 ml of benzene and poured into 3.2 l of cooled n-hexane to precipitate the desired product. White crystal mp.(melting point): 65.5° C.

Provenance & Evidence