تفاعل #171232

معادلة التفاعل

compound

3-(3′,5′-difluorobiphenyl-4-yl)propanoic acid

2,2,6,6,-tetramethylpiperidine N-oxyl

potassium bromide

Sodium hypochlorite

sodium bicarbonate

→

title compound

3-(3′,5′-difluorobiphenyl-4-yl)propanal

المذيبات

dichloromethane

ظروف التفاعل

المعالجة

1. 1
   أخرىThe organic layer was separated
2. 2
   استخلاصthe aqueous layer was extracted with dichloromethane
3. 3
   غسيلThe combined organic layers were washed with saturated aqueous sodium bicarbonate solution, water, and brine
4. 4
   تجفيفThe organic layer was dried over anhydrous sodium sulphate
5. 5
   ترشيحfiltered
6. 6
   تركيزconcentrated under reduced pressure

الإجراء التجريبي

To a stirred solution of the compound obtained from step d above (0.7 g) in dichloromethane (10 mL), 2,2,6,6,-tetramethylpiperidine N-oxyl (4.36 mg) and potassium bromide (33.32 mg) were added at 0° C. under nitrogen atmosphere. Sodium hypochlorite (6.5 mL, 4% solution) was added at pH 8-9 (maintained by adding aqueous sodium bicarbonate solution). The reaction was stirred for 20 minutes at 0° C. The organic layer was separated and the aqueous layer was extracted with dichloromethane. The combined organic layers were washed with saturated aqueous sodium bicarbonate solution, water, and brine. The organic layer was dried over anhydrous sodium sulphate, filtered, and concentrated under reduced pressure to afford the title compound (0.57 g).

المصدر