Used in the synthesis of adamantane derivatives and adabaline.

Reaction with vinylidene chloride can give 1-adamantane acetic acid.

1-adamantaneacetic acid is then brominated and hydrolyzed to 3-hydroxy-1-adamantaneacetic acid, and then reacted with vinylidene chloride to obtain 1,3-adamantanediacetic acid.

Friedel-Crafts alkylation reaction between 1-adamantanol and acetanilide occurs in 98% sulfuric acid medium at room temperature, and 1,3-bis(4-acetaminophenyl)adamantane can be directly synthesized, and 1,3-bis(4-acetylaminophenyl)adamantane can be synthesized by its alkaline hydrolysis.

Bis(4-aniline)adamantane, this synthesis route has the advantages of high reaction yield and easy purification, which greatly facilitates the synthesis of 1,3-adamantane diaryl derivatives.

Preparation of adapalene: Using 1-adamantanol and 4-bromophenol as raw materials, 2-1-adamantyl-4-bromophenol product is prepared under the catalysis of concentrated sulfuric acid; then dimethyl sulfate is used to prepare adapalene.

Kylation to obtain 2-1-adamantyl-4-bromoanisole, the Grignardized product of bromoanisole is then reacted with 6-bromo-2-naphthoic acid methyl ester to obtain 6-3-1-

Adamantyl-4-methoxyphenyl-2-naphthoic acid methyl ester.

The product is saponified and hydrolyzed under the action of sodium hydroxide to obtain adapalene.

The total reaction yield reached 73%.