반응 #1995474

반응 방정식

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

H2O

LiOH

→

desired product

수율 91.0%

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

수율 91.0%

용매

THF

반응 조건

후처리

1. 1
   온도The resulting suspension is heated
2. 2
   온도to reflux for 2 hours
3. 3
   온도The reaction is cooled
4. 4
   농축concentrated under reduced pressure
5. 5
   여과the resulting solid is collected by filtration
6. 6
   세척washed with H2O
7. 7
   기타dried

실험 절차

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]+.

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