Reacción #74496

Ecuación de reacción

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

compound 67

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

dimethyl sulfate

K2CO3

→

title compound

Rendimiento 78.6%

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

Rendimiento 78.6%

Disolventes

acetone

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturawas refluxed overnight
2. 2
   FiltraciónThe solid was filtered
3. 3
   Otrocondensed
4. 4
   Otroto give a solid residue, which
5. 5
   Otrowas recrystallized from EtOAc/hexanes

Procedimiento

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.

Fuente