Реакция #2275719

Уравнение реакции

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

H2O

LiOH

→

desired compound

Выход 91.0%

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

Выход 91.0%

Растворители

THF

Условия реакции

Обработка

1. 1
   ТемператураThe resulting suspension is heated
2. 2
   Температураto reflux for 2 hours
3. 3
   ТемператураThe reaction is cooled
4. 4
   Концентрированиеconcentrated under reduced pressure
5. 5
   Фильтрацияthe resulting solid is collected by filtration
6. 6
   Промывкаwashed with H2O

Методика

To a solution of 4′-chloro-3-methoxy-biphenyl-4-carboxylic acid methyl ester, 30, (0.615 g, 2.22 mmol) in THF (20 mL) and H2O (5 mL) 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 to afford 0.532 g (91% yield) of the desired compound 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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