Benzoyl chloride → HCID 69300342, compound

Participants

Reaction Steps

In 10 mL of THF, 482 mg (0.96 mmol) of 1-(3-benzyloxy-17-cyclopropylmethyl-4,5α-epoxy-14-hydroxy-morphinan-6α-yl)-pyrrolidin-2-one obtained in Example 36-1 was dissolved, and 6.9 mL (2.89 mmol) of 0.42 N LDA/THF solution was added thereto at −78° C., followed by stirring the mixture for 1 hour. Thereafter, 0.22 mL (1.92 mmol) of benzoyl chloride was added and the mixture was stirred for 2 hours. Aqueous saturated sodium hydrogen carbonate solution was then added to the reaction mixture, and the resulting mixture was extracted with chloroform. Organic layers were combined, washed with saturated saline, dried over anhydrous magnesium sulfate and concentrated to obtain 1-(3-benzyloxy-17-cyclopropylmethyl-4,5α-epoxy-14-hydroxy-morphinan-6α-yl)-3-benzoyl-pyrrolidin-2-one as a crude product.

Provenance & Evidence