반응 #974944

반응 방정식

1,2-dimethyl-6,7-dihydrocyclopenta[e]indazol-8(2H)-one

sodium hydride

diethyl cyanomethylphosphonate

→

title compound

수율 45.2%

(1,2-dimethyl-6,7-dihydrocyclopenta[e]indazol-8(2H)-ylidene)acetonitrile

수율 45.2%

용매

tetrahydrofuran

sodium hydrogen carbonate

tetrahydrofuran

반응 조건

후처리

1. 1
   workup.STIRRINGthe mixture was stirred at 60° C. for 24 hr
2. 2
   추출extracted with ethyl acetate
3. 3
   세척washed with water and saturated brine
4. 4
   건조dried over anhydrous sodium sulfate
5. 5
   기타The solvent was evaporated under reduced pressure
6. 6
   기타the residue was purified by silica gel column chromatography (ethyl acetate/hexane=30/70→80/20)

실험 절차

To a suspension of 60% sodium hydride (58.1 mg, 1.45 mmol) in tetrahydrofuran (4 mL) was added diethyl cyanomethylphosphonate (255 μL, 1.58 mmol), and the mixture was stirred at room temperature for 15 min. A solution of 1,2-dimethyl-6,7-dihydrocyclopenta[e]indazol-8(2H)-one (243 mg, 1.21 mmol) in tetrahydrofuran (8 mL) was added thereto, and the mixture was stirred at 60° C. for 24 hr. The reaction solution was diluted with saturated aqueous sodium hydrogen carbonate solution, extracted with ethyl acetate, washed with water and saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane=30/70→80/20) to give the title compound (122 mg) as a mixture with 1,2-dimethyl-6,7-dihydrocyclopenta[e]indazol-8(2H)-one. The obtained title compound was used for the reaction of Reference Example 28 without purification.

출처