Benzoyl chloride → trans-3-Benzamido-1,2,3,4-tetrahydro-2-naphthalenol

Participants

Reaction Steps

To a well stirred solution of 3.62 g of trans-3-amino-1,2,3,4-tetrahydro-2-naphthalenol, hydrochloride (1:1) in 30 ml of water at 0-5° C is added 2.1 ml of benzoyl chloride in 10 ml of benzene. To this stirred two-phase mixture is added, over 30 minutes at 0°-5° C, a solution of 1.45 g of sodium hydroxide in 30 ml of water--precipitation of a pink solid begins immediately. After stirring the mixture for an additional 2 hours at 0°-5° C, the solid is filtered, washed with ether, and dried in vacuo to give 4.2 g of crude trans-3-benzamido-1,2,3,4-tetrahydro-2-naphthalenol.

Provenance & Evidence