反応 #2275702

反応方程式

4′-chloro-3-methoxy-biphenyl-4-carboxylic acid methyl ester

H2O

LiOH

→

desired product

収率 91.0%

4′-chloro-3-methoxy-biphenyl-4-carboxylic acid

収率 91.0%

溶媒

THF

反応条件

後処理

1. 1
   温度The resulting suspension is heated
2. 2
   温度to reflux for 2 hours
3. 3
   温度The reaction is cooled
4. 4
   濃縮concentrated under reduced pressure
5. 5
   ろ過the resulting solid is collected by filtration
6. 6
   洗浄washed with H2O
7. 7
   その他dried

実験手順

To a solution of 4′-chloro-3-methoxy-biphenyl-4-carboxylic acid methyl ester, 8, (0.615 g, 2.22 mmol) in THF (20 mL) and H2O (5 mL) at room temperature is added LiOH (0.932 g, 22.2 mmol). The resulting suspension is heated to reflux for 2 hours. The reaction is cooled and concentrated under reduced pressure. The crude product is acidified using conc. HCl and the resulting solid is collected by filtration washed with H2O and dried to afford 0.532 g (91%) of the desired product as a grey solid. 1H NMR (400 MHz, CDCl3) δ ppm 10.69 (1H, br s), 8.26 (1H, d, J=8.1 Hz), 7.53-7.58 (2H, m), 7.44-7.50 (2H, m), 7.33 (1H, dd, J=8.1, 1.6 Hz), 7.20 (1H, d, J=1.3 Hz), 4.17 (3H, s). HPLC-MS: m/z 263 [M+H]+.

出典