Reaktion #74496

Reaktionsgleichung

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

compound 67

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

dimethyl sulfate

K2CO3

→

title compound

Ausbeute 78.6%

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

Ausbeute 78.6%

Lösungsmittel

acetone

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas refluxed overnight
2. 2
   FiltrationThe solid was filtered
3. 3
   Sonstigecondensed
4. 4
   Sonstigeto give a solid residue, which
5. 5
   Sonstigewas recrystallized from EtOAc/hexanes

Vorschrift

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.

Quelle