反应 #527050

反应方程式

4-hydrazino-2,3,6trimethylanisole

2-methyl-1-indanone

HCl

ethanol

→

9b,10-dihydro-6,7,9,9b-tetramethyl-8-methoxyindeno[1,2-b]indole

反应条件

后处理

1. 1
   温度was refluxed under argon for 1 hour
2. 2
   温度After cooling the solvent
3. 3
   其他was removed by evaporation
4. 4
   其他the residue was partitioned in a mixture of water and methylene chloride
5. 5
   workup.ADDITIONThe aqueous phase was neutralized by addition of aqueous NaHCO3
6. 6
   其他the phases separated
7. 7
   其他After drying
8. 8
   其他(MgSO4) and evaporation of the organic phase
9. 9
   其他the remaining crude product was purified by chromatography on silica

实验过程

A mixture of 2.2 g (0.012 mol) of 4-hydrazino-2,3,6trimethylanisole, 1.9 g (0.013 mol) of 2-methyl-1-indanone and 2 ml of conc. aqueous HCl in 20 ml of ethanol was refluxed under argon for 1 hour. After cooling the solvent was removed by evaporation and the residue was partitioned in a mixture of water and methylene chloride. The aqueous phase was neutralized by addition of aqueous NaHCO3 and the phases separated. After drying (MgSO4) and evaporation of the organic phase, the remaining crude product was purified by chromatography on silica using methylene chloride as an eluant. This gave 1.1 g 31% of the product which was used directly in the next step.

来源