反应 #45576

反应方程式

borane trifluoride methylene chloride

methylene chloride

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

→

compound

收率 93.0%

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

收率 93.0%

溶剂

Water

反应条件

后处理

1. 1
   萃取followed by neutralization at pH of 7 with aqueous 10% sodium carbonate solution and extraction three times with chloroform
2. 2
   洗涤the organic layer was washed with saturated brine
3. 3
   干燥dried over anhydrous magnesium sulfate
4. 4
   过滤After filtration and concentration under reduced pressure

实验过程

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.

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