반응 #449594

반응 방정식

5-(4-aminobenzoyl)-6,11-dihydro-5H-dibenz[b,e]azepine

2,3,5-trichlorobenzoyl chloride

triethylamine

→

white solid

수율 99.8%

N-[4-[(6,11-Dihydro-5H-dibenz[b,e]azepin-5-yl)carbonyl]phenyl]-2,3,5-trichlorobenzamide

수율 99.8%

용매

methylene chloride

methylene chloride

반응 조건

후처리

1. 1
   workup.ADDITIONis added
2. 2
   기타The reaction mixture is partitioned with water
3. 3
   세척the organic layer is washed with 1N HCl, water, 0.5N NaOH and brine
4. 4
   건조The organic layer is dried with Na2SO4
5. 5
   workup.ADDITIONHexane is added to the filtrate at the boil

실험 절차

A mixture of 366 mg of 2,3,5-trichlorobenzoyl chloride and 151 mg of triethylamine in 2 ml of methylene chloride is stirred while 314 mg of 5-(4-aminobenzoyl)-6,11-dihydro-5H-dibenz[b,e]azepine in 5 ml of methylene chloride is added. Stirring is continued for 1.5 hours. The reaction mixture is partitioned with water and the organic layer is washed with 1N HCl, water, 0.5N NaOH and brine. The organic layer is dried with Na2SO4 and passed through a pad of hydrous magnesium silicate. Hexane is added to the filtrate at the boil to give 0.52 g of white solid residue which is purified by column chromatography on silica gel by elution with 2:1 hexane-ethyl acetate to give 120 mg of the desired product as a crystalline solid, m.p. 225°-230° C.

출처