تفاعل #2186197

معادلة التفاعل

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

DMF

POCl3

→

desired product

المردود 60.0%

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

المردود 60.0%

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةcooled to RT
2. 2
   استخلاصextracted with ethyl acetate
3. 3
   غسيلThe combined organic phases are washed with brine
4. 4
   تجفيفdried over sodium sulphate
5. 5
   أخرىevaporated
6. 6
   أخرىchromatographed (silica gel, ethyl acetate/petroleum ether 1:2)

الإجراء التجريبي

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.

المصدر