Реакция #2186197

Уравнение реакции

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

DMF

POCl3

→

desired product

Выход 60.0%

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

Выход 60.0%

Условия реакции

Обработка

1. 1
   Температураcooled to RT
2. 2
   Экстракцияextracted with ethyl acetate
3. 3
   ПромывкаThe combined organic phases are washed with brine
4. 4
   Сушкаdried over sodium sulphate
5. 5
   Другоеevaporated
6. 6
   Другоеchromatographed (silica gel, ethyl acetate/petroleum ether 1:2)

Методика

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.

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