反应 #42776

反应方程式

2,4,6-Trimethylbenzenesulfonic acid 8-acetyl-3-(4-chlorophenyl)-2-isopropyl-4oxo-4H-chromen-7-yl ester

magnesium sulfate

Hydrazine hydrate

ammonium acetate

→

product

3-(4-Chlorophenyl)-2-isopropyl-9-methyl-7H-pyrano[2,3-e]indazol-4-one

溶剂

toluene

water

ethanol

反应条件

后处理

1. 1
   其他the tube is sealed
2. 2
   萃取extracted with ethyl acetate (3×20 ml)
3. 3
   洗涤washed with saturated brine (50 ml)
4. 4
   干燥dried (MgSO4)
5. 5
   过滤filtered
6. 6
   其他evaporated
7. 7
   其他to give a light brown solid
8. 8
   其他This is absorbed onto silica gel
9. 9
   其他purified by chromatography on silica gel

实验过程

2,4,6-Trimethylbenzenesulfonic acid 8-acetyl-3-(4-chlorophenyl)-2-isopropyl-4oxo-4H-chromen-7-yl ester (470 mg, 0.87 mmol), ammonium acetate (339 mg, 4.4 mmol) and magnesium sulfate (530 mg, 4.4 mmol) are dissolved/suspended in toluene (7 ml) and ethanol (7 ml) in a 20 ml capacity microwave tube. Hydrazine hydrate (0.136 ml, 4.4 mmol) is added, the tube is sealed, and the mixture is heated at 140° C. under microwave irradiation for 2 h. The reaction mixture is then poured into water (20 ml) and extracted with ethyl acetate (3×20 ml). The ethyl acetate extracts are combined, washed with saturated brine (50 ml), dried (MgSO4), filtered and evaporated to give a light brown solid. This is absorbed onto silica gel and purified by chromatography on silica gel using n-hexane/ethyl acetate (0-50% ethyl acetate) as eluant to give the product as a colourless solid.

来源