反应 #2320131

反应方程式

hydroxylamine hydrochloride

2-ethoxy-3-methyl-3,4,5,6-tetrahydrobenzo[h]chromene

→

5,6-dihydrobenzo[h]quinoline

收率 48.3%

溶剂

acetonitrile

反应条件

后处理

1. 1
   温度The reaction mixture was heated
2. 2
   温度at reflux under nitrogen
3. 3
   其他Evaporation of the acetonitrile
4. 4
   workup.DISTILLATIONfollowed by vacuum distillation of the product
5. 5
   其他yielded 34.5 g of a crude product that
6. 6
   其他was further purified by silica gel chromatography with 5/95 ethyl acetate/hexane as the eluent

实验过程

To a suspension of hydroxylamine hydrochloride (46.1 g, 0.663 mol) in 1070 mL of acetonitrile was added 2-ethoxy-3-methyl-3,4,5,6-tetrahydrobenzo[h]chromene (140 g, 0.265 mol) from step two. The reaction mixture was heated at reflux under nitrogen with stirring for 16 h. Evaporation of the acetonitrile, followed by vacuum distillation of the product yielded 34.5 g of a crude product that was further purified by silica gel chromatography with 5/95 ethyl acetate/hexane as the eluent, yielding 23.2 g (45%) of 5,6-dihydrobenzo[h]quinoline as a yellow liquid.

来源