Реакция #91067

Уравнение реакции

4-chloro-3-(trifluoromethyl)benzoic acid

MeOH

sulfuric acid

→

title compound

Выход 92.7%

Methyl 4-Chloro-3-(trifluoromethyl)benzoate

Выход 92.7%

Условия реакции

Обработка

1. 1
   Температураat reflux for 6 h
2. 2
   Температураto cool
3. 3
   Другоеthe solvent evaporated
4. 4
   workup.ADDITIONThe resulting liquid residue (˜250 mL) was poured onto ice water whereby a white suspension
5. 5
   Другоеformed
6. 6
   ФильтрацияThe solid was filtered
7. 7
   Промывкаwashed with 0.05 N NaOH (3×200 mL)
8. 8
   ДругоеThe solid was dried under vacuum for 16 h

Методика

To a solution of 4-chloro-3-(trifluoromethyl)benzoic acid (200 g, 891 mmol) in MeOH (600 mL, 14.8 mol), sulfuric acid (27 mL, 445 mmol) was added. The mixture was stirred at reflux for 6 h, allowed to cool and the solvent evaporated under reduce pressure. The resulting liquid residue (˜250 mL) was poured onto ice water whereby a white suspension formed. The solid was filtered and washed with 0.05 N NaOH (3×200 mL) followed by H2O (3×200 mL). The solid was dried under vacuum for 16 h followed by 4 h at 40° C. to give the title compound as an off-white solid (197.0 g). 1H NMR (400 MHz, CDCl3) δ ppm, 3.98 (s, 3H), 7.62 (d, J=8.4 Hz, 1H), 8.16 (dd, J=8.8 Hz, 2.0 Hz, 1H), 8.39 (d, J=2.0 Hz, 1H).

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