Acetyl chloride → Agomelatine

Participants

Reaction Conditions

Reaction Steps

40 g 2-(7-methoxy-1-naphthyl)ethylamine was dissolved in 250 ml pyridine and heated to 40° C. for complete dissolution. 21.9 g acetyl chloride was slowly added in drops with stirring in ice bath. After completion of addition, the ice bath was removed and the solution was stirred at room temperature for 30 min. Subsequently, the reaction solution was poured into 300 ml ice water together with vigorous stirring, resulting in a large amount of white precipitate being precipitated. The stirring was carried out for another 1 hour. Then, the solution was filtered and the filter cake was washed by 200 ml×2 water to obtain 48 g crude product (which was used in the following preparation examples).

Provenance & Evidence