Реакция #74496

Уравнение реакции

4-bromo-1-hydroxy-2-naphthoic acid

compound 67

4-bromo-1-hydroxy-2-naphthoic acid

dimethyl sulfate

K2CO3

→

title compound

Выход 78.6%

Methyl 4-bromo-1-methoxy-2-naphthoate

Выход 78.6%

Растворители

acetone

Условия реакции

Обработка

1. 1
   Температураwas refluxed overnight
2. 2
   ФильтрацияThe solid was filtered
3. 3
   Другоеcondensed
4. 4
   Другоеto give a solid residue, which
5. 5
   Другоеwas recrystallized from EtOAc/hexanes

Методика

A mixture of 4-bromo-1-hydroxy-2-naphthoic acid (compound 67, 24.7 g, 92.2 mmol), dimethyl sulfate (21.8 mL, 231 mmol), and K2CO3 (31.9 g, 231 mmol) in acetone (200 mL) was refluxed overnight. The solid was filtered, and the filtrate was condensed to give a solid residue, which was recrystallized from EtOAc/hexanes to afford the title compound (21.4 g, 78%) as a white solid.

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