Ethyl Acetate → HCID 86618286, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 10 ml BBr3 in 40 ml CH2Cl2 is cooled in dry ice and acetone. Then 2.43 g (6.67 mMol) of 7-methoxy-2,3,4,5-tetrahydro-benzo[b]azepine-1-carboxylic acid (3-trifluoromethyl-phenyl)-amide in 20 ml CH2Cl2 are added dropwise. The mixture is warmed up (−45 to −40° C.) and then stirred at this temperature for 1.5 h. The solution is poured into a mixture of 300 g ice, 150 ml sat. Na2CO3 solution and 200 ml EtOAc, the aqueous phase separated off and extracted twice with EtOAc. The organic layers are washed with water (2×) and brine, dried (Na2SO4) and concentrated. Crystallization from hexane gives the title compound: m.p.: 172-173° C.; MS: [M+1]+=351; Anal.: C,H,N,F.

Provenance & Evidence