반응 #47833

반응 방정식

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

수율 20.0%

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

수율 20.0%

용매

dichloromethane

반응 조건

후처리

1. 1
   기타at 10° C
2. 2
   workup.STIRRINGstirred for additional 1 hr in a water bath
3. 3
   기타the reaction
4. 4
   세척the mixture washed with sodium bicarbonate
5. 5
   추출extracted with dichloromethane
6. 6
   기타The organic layer was separated
7. 7
   건조dried over anhydrous MgSO4
8. 8
   농축concentrated under a reduced pressure
9. 9
   기타The resulting residue was purified by flash chromatography

실험 절차

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.

출처