Hydrochloric Acid → HCID 67314095, compound

Participants

Reaction Conditions

Reaction Steps

The reaction of the above-mentioned scheme 2 was performed specifically as follows. That is, first, anthranilic acid N-methoxy-N-methylamide (5-1) (2.00 g, 11.1 mmol) and 1-naphthyl bromide (5-2) (2.29 g, 11.1 mmol) were dissolved in 60 mL of dehydrated THF. Next, this solution was cooled to −78° C., and while this temperature was maintained, an n-butyllithium hexane solution (13.8 mL, 1.6 M, and 22.2 mmol) was dropped thereinto over 20 minutes with stirring. After dropping, 20 mL of 1N hydrochloric acid was added thereto and extraction was performed with 150 mL of ethyl acetate. This was washed with 100 mL of water twice and subsequently was washed with 50 mL of saturated saline. The organic solvent was removed therefrom and this was then purified by column chromatography using chloroform as a developing solvent. Thus 1′-naphthyl-2-aminobenzophenone (5-3) was obtained. The yield amount was 500 mg, and the yield was 18%. The instrumental analysis data of this 1′-naphthyl-2-aminobenzophenone (5-3) is indicated below.

Provenance & Evidence