反応 #2186197

反応方程式

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

DMF

POCl3

→

desired product

収率 60.0%

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

収率 60.0%

反応条件

後処理

1. 1
   温度cooled to RT
2. 2
   抽出extracted with ethyl acetate
3. 3
   洗浄The combined organic phases are washed with brine
4. 4
   乾燥dried over sodium sulphate
5. 5
   その他evaporated
6. 6
   その他chromatographed (silica gel, ethyl acetate/petroleum ether 1:2)

実験手順

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.

出典