반응 #64888

반응 방정식

sodium hydroxide

1-methyl-4-(9H-xanthene-9-ylidene)piperidine

triethylamine

2,2,2-trichloroethyloxycarbonyl chloride

→

title compound

1-(2,2,2-TRICHLOROETHYLOXYCARBONYL)-4-(9H-XANTHENE-9-YLIDENE)PIPERIDINE

용매

toluene

반응 조건

후처리

1. 1
   추출was extracted with ethyl acetate (3×)
2. 2
   건조The combined organic portions were dried over sodium sulfate
3. 3
   여과filtered
4. 4
   농축concentrated with vacuo

실험 절차

To a mixture of 430 mg (1.55 mmol) of 1-methyl-4-(9H-xanthene-9-ylidene)piperidine [Tetrahedron Letters, 29, 5701 (1988)] and 649 μL (4.65 mmol) of triethylamine in 20 mL of dry toluene at 85° C. under an atmosphere of argon was added over 10 min 1.06 mL (7.7 mmol) of 2,2,2-trichloroethyloxycarbonyl chloride. After 30 min the mixture was cooled to room temperature, poured into a solution of 25% aqueous sodium hydroxide, and was extracted with ethyl acetate (3×). The combined organic portions were dried over sodium sulfate, filtered, and concentrated with vacuo to afford the title compound as a crude oil.

출처