반응 #4174

반응 방정식

2-(5-methyl-7-nitroindolin-1-yl)benzoic acid

→

product

수율 66.6%

4-Methyl-1,2-dihydrobenzo[c]pyrrolo[1,2,3-ef][1,5]benzodiazepin-7-one

수율 66.6%

용매

ethanol

반응 조건

후처리

1. 1
   기타The solvent was removed
2. 2
   세척eluted with dichloromethane (4 l) and 2% methanol in dichloromethane (4 l)
3. 3
   workup.ADDITIONThe fractions containing product
4. 4
   기타evaporated

실험 절차

To a solution of 2-(5-methyl-7-nitroindolin-1-yl)benzoic acid (9 g, 0.03 mole), conc. hydrochloric acid (several drops) and ethanol (200 ml) was added 5% palladium-charcoal (1.5 gm). The mixture was shaked under hydrogen (58 psi) for 30 hours. The solvent was removed and the residue was loaded onto a silica gel flash chromatography column (800 g, 230-400 mesh), packed and eluted with dichloromethane (4 l) and 2% methanol in dichloromethane (4 l). The fractions containing product were pooled and evaporated to yield 5 g (66%) of product. Recrystallization from chloroform gave the analytical sample, mp 222°-224° C.

출처