반응 #46175

반응 방정식

bis(2-oxo-3-oxazolidinyl)phosphinic chloride

Triethylamine

cyclohexylamine

3-Phenyl-6-(3-phenylpropyloxy)-1-oxo-1H-indene-2-carboxylate

hydrochloric acid

→

title compound

수율 59.8%

3-phenyl-6-(3-phenylpropyloxy)-1-oxo-1H-indene-2-carboxylate cyclohexylamide

수율 59.8%

용매

water

dichloromethane

반응 조건

후처리

1. 1
   기타at 10° C
2. 2
   workup.WAITfollowed by additional 1 hour at 10° C
3. 3
   기타the reaction, pH
4. 4
   세척The mixture was washed with brine
5. 5
   추출extracted with dichloromethane
6. 6
   건조The extract was dried over anhydrous sulfonate sulfate
7. 7
   농축concentrated
8. 8
   기타the resulting residue was purified by column chromatography (ethyl acetate:hexane=1:9˜2:8)

실험 절차

3-Phenyl-6-(3-phenylpropyloxy)-1-oxo-1H-indene-2-carboxylate (200 mg, 0.52 mmol) was dissolved in dichloromethane (10 ml). Triethylamine (240 μl, 1.72 mmol) and cyclohexylamine (59 μl, 0.52 mmol) were added thereto at 10° C. Then, after adding bis(2-oxo-3-oxazolidinyl)phosphinic chloride (137 mg, 0.52 mmol), the reaction mixture was stirred for about 20 min at room temperature followed by additional 1 hour at 10° C. After the water was added thereto to complete the reaction, pH was adjusted to 1˜1.5 with 4N hydrochloric acid. The mixture was washed with brine, and extracted with dichloromethane. The extract was dried over anhydrous sulfonate sulfate, concentrated, and the resulting residue was purified by column chromatography (ethyl acetate:hexane=1:9˜2:8) to obtain the title compound (yield 59.8%) as a red solid.

출처