Reaktion #163300

Reaktionsgleichung

[1-(4-fluorobenzyl)-1H-indazol-3-yl]methanol

bromoacetic acid

NaH

→

{[1-(4-fluorobenzyl)-1H-indazol-3-yl]methoxy}acetic acid

Ausbeute 57.8%

Lösungsmittel

—

ice

water

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturat reflux for 72 hours
2. 2
   Waschenwashing the aqueous phase with diethyl ether (3×150 ml)
3. 3
   SonstigeThe solid thus formed
4. 4
   Filtrationwas filtered off
5. 5
   Sonstigepurified by crystallization from isopropanol

Vorschrift

A suspension containing [1-(4-fluorobenzyl)-1H-indazol-3-yl]methanol (6 g; 0.022 mol), bromoacetic acid (4 g; 0.03 mol) and 50% NaH (3 g; 0.066 mol) in THF (170 ml) was stirred at reflux for 72 hours. The reaction was then stopped by diluting with a suspension with water and ice (300 ml) and washing the aqueous phase with diethyl ether (3×150 ml). The aqueous phase was acidified with concentrated HCl. The solid thus formed was filtered off and purified by crystallization from isopropanol. 4 g of {[1-(4-fluorobenzyl)-1H-indazol-3-yl]methoxy}acetic acid were thus obtained.

Quelle