反応 #63402

反応方程式

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

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product

収率 66.6%

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

収率 66.6%

溶媒

ethanol

反応条件

後処理

1. 1
   その他The solvent was removed
2. 2
   洗浄eluted with dichloromethane (4 l) and 2% methanol in dichloromethane (4 l)
3. 3
   workup.ADDITIONThe fractions containing product
4. 4
   その他evaporated

実験手順

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.

出典