反应 #47833

反应方程式

triethylamine

cyclohexylamine

6-Hydroxy-1-oxo-3-phenyl-1H-indene-2-carboxylic acid

6-hydroxy-1-oxo-3-phenyl-1H-indene-2-carboxylic Acid

water

→

titled compound

收率 20.0%

6-hydroxy-1-oxo-3-phenyl-1H-indene-2-carboxylic Acid Cyclohexylamide

收率 20.0%

溶剂

dichloromethane

反应条件

后处理

1. 1
   其他at 10° C
2. 2
   workup.STIRRINGstirred for additional 1 hr in a water bath
3. 3
   其他the reaction
4. 4
   洗涤the mixture washed with sodium bicarbonate
5. 5
   萃取extracted with dichloromethane
6. 6
   其他The organic layer was separated
7. 7
   干燥dried over anhydrous MgSO4
8. 8
   浓缩concentrated under a reduced pressure
9. 9
   其他The resulting residue was purified by flash chromatography

实验过程

6-Hydroxy-1-oxo-3-phenyl-1H-indene-2-carboxylic acid (100 mg, 0.38 mmol) obtained in Step 2 was dissolved in dichloromethane, and triethylamine (175 μl, 1.25 mmol) and cyclohexylamine (43 μl, 0.38 mmol) were added thereto at 10° C. Then, bis(2-oxo-3-oxazoline)phosphoryl chloride (100 mg, 0.38 mmol) was further added thereto, stirred for 10˜20 minutes at RT, and then stirred for additional 1 hr in a water bath. After water was added to complete the reaction, the mixture washed with sodium bicarbonate and extracted with dichloromethane. The organic layer was separated, dried over anhydrous MgSO4, concentrated under a reduced pressure. The resulting residue was purified by flash chromatography to obtain 26 mg of the titled compound (yield: 20.0%) as a red solid.

来源