Reacción #2186197

Ecuación de reacción

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

DMF

POCl3

→

desired product

Rendimiento 60.0%

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

Rendimiento 60.0%

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturacooled to RT
2. 2
   Extracciónextracted with ethyl acetate
3. 3
   LavadoThe combined organic phases are washed with brine
4. 4
   Secadodried over sodium sulphate
5. 5
   Otroevaporated
6. 6
   Otrochromatographed (silica gel, ethyl acetate/petroleum ether 1:2)

Procedimiento

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.

Fuente