Water → N-(4-acetoxyphenyl)-4-[7-(1-adamantyl)-6-methoxy-ethoxymethoxy-2-naphthyl]benzamide

Participants

Reaction Steps

970 mg (6.4 mmol) of 4-acetoxyaniline, 50 ml of THF and 990 μl (7 mmol) of triethylamine were introduced into a round-bottomed flask. A solution of 3.2 g (6.4 mmol) of 4-[7-(1-adamantyl)-6-methoxyethoxy-methoxy-2-naphthyl]benzoic acid chloride in THF was added dropwise and the reaction mixture was stirred at room temperature for two hours. The reaction mixture was poured into water and extracted with ethyl acetate and the organic phase was separated by settling, dried over magnesium sulfate and evaporated. The residue obtained was triturated in heptane, filtered and dried. 3.15 g (81%) of the expected compound were collected, which compound had a melting point of 206°-7° C.

Provenance & Evidence