Reacción #45576

Ecuación de reacción

borane trifluoride methylene chloride

methylene chloride

4-amino-3-cyano-6-fluoro-5-methoxy-2-methylbiphenyl

→

compound

Rendimiento 93.0%

4-Amino-3-cyano-6-fluoro-5-hydroxy-2-methylbiphenyl

Rendimiento 93.0%

Disolventes

Water

Condiciones de reacción

Tratamiento posterior

1. 1
   Extracciónfollowed by neutralization at pH of 7 with aqueous 10% sodium carbonate solution and extraction three times with chloroform
2. 2
   Lavadothe organic layer was washed with saturated brine
3. 3
   Secadodried over anhydrous magnesium sulfate
4. 4
   FiltraciónAfter filtration and concentration under reduced pressure

Procedimiento

Under nitrogen atmosphere, at −78° C., 1 M borane trifluoride/methylene chloride solution (3.0 ml, 3.0 mmol) was dropwise added to a methylene chloride (10 ml) solution of 4-amino-3-cyano-6-fluoro-5-methoxy-2-methylbiphenyl (I-39) (250 mg, 1.0 mmol), taking 10 minutes, followed by stirring for 4 hours and a half with gradually heating up to 0° C. Water with ice was added to the reaction liquid, followed by neutralization at pH of 7 with aqueous 10% sodium carbonate solution and extraction three times with chloroform, the organic layer was washed with saturated brine, then dried over anhydrous magnesium sulfate. After filtration and concentration under reduced pressure, the resulting residue gave the entitled compound (225 mg, 93%) as a white solid.

Fuente