반응 #2186197

반응 방정식

1-(2-Fluoro-ethyl)-7-hydroxy-1,2,3,4-tetrahydro-quinolin-7-ol

DMF

POCl3

→

desired product

수율 60.0%

1 -(2-Fluoro-ethyl)7-hydroxy-1,2,3,4-tetrahydro-quinoline-6-carbaldehyde

수율 60.0%

반응 조건

후처리

1. 1
   온도cooled to RT
2. 2
   추출extracted with ethyl acetate
3. 3
   세척The combined organic phases are washed with brine
4. 4
   건조dried over sodium sulphate
5. 5
   기타evaporated
6. 6
   기타chromatographed (silica gel, ethyl acetate/petroleum ether 1:2)

실험 절차

290 mg (1.48 mmol) 1-(2-Fluoro-ethyl)-7-hydroxy-1,2,3,4-tetrahydro-quinolin-7-ol are dissolved in 5 mL DMF. 0.15 mL POCl3 are added dropwise at 0° C. The reaction mixture is slowly heated to 50° C., stirred an additional 3 h at this temperature, then cooled to RT and extracted with ethyl acetate and an aqueous saturated solution of sodium bicarbonate. The combined organic phases are washed with brine, dried over sodium sulphate and evaporated. The residue is column chromatographed (silica gel, ethyl acetate/petroleum ether 1:2) to yield 200 mg (60%) desired product as a brown solid.

출처