Dimethylformamide → HCID 19068293, compound

Participants

Reaction Steps

2.1 g (5.79 mmol) of benzyl 3-(1-adamantyl)-4-hydroxybenzoate and 20 ml of DMF were introduced into a three-necked flask and 191 mg (6.34 mmol) of sodium hydride (80% in oil) were added portionwise. The mixture was stirred until the evolution of gas had ceased, then 565 μl (5.79 mmol) of methyl bromoacetate were added and the mixture was stirred at room temperature for twelve hours. The reaction medium was poured into water and extracted with ethyl ether. The organic phase was separated out after settling had taken place, dried over magnesium sulfate and evaporated. The solid was triturated from hexane, filtered off and dried. 2.36 g (94%) of the expected compound, having a melting point of 134°-5° C., were recovered.

Provenance & Evidence