تفاعل #45577

معادلة التفاعل

4-Amino-6-bromo-5-methoxy-2-methylbiphenyl-3-carbonitrile

Tribromoborane

sodium carbonate

→

4-Amino-6-bromo-5-hydroxy-2-methylbiphenyl-3-carbonitrile

المذيبات

dichloromethane

water

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةwith heating up to 0° C
2. 2
   أخرىThe reaction liquid
3. 3
   workup.ADDITIONadded
4. 4
   استخلاصThe organic matter was extracted with ethyl acetate
5. 5
   غسيلwashed with saturated brine
6. 6
   تجفيفdried on anhydrous magnesium sulfate
7. 7
   أخرىthe solvent was evaporated away under reduced pressure
8. 8
   أخرىto obtain the entitled compound (42.4 mg, quant.) as a pale brown solid

الإجراء التجريبي

4-Amino-6-bromo-5-methoxy-2-methylbiphenyl-3-carbonitrile (I-40) (44.5 mg, 0.14 mmol) was dissolved in dichloromethane (dewatered, 1.4 ml) under nitrogen atmosphere, and cooled in a dry ice-methanol bath at −70° C. 1 M Tribromoborane (dichloromethane solution, 0.42 ml) was dropwise added to it at −70 to −68° C., followed by stirring for 1.5 hours with heating up to 0° C. The reaction liquid was diluted with cold water, and controlled to have a pH of 6 to 7 with aqueous 10% sodium carbonate solution added thereto. The organic matter was extracted with ethyl acetate, washed with saturated brine, then dried on anhydrous magnesium sulfate, the solvent was evaporated away under reduced pressure to obtain the entitled compound (42.4 mg, quant.) as a pale brown solid.

المصدر