Reaction #4817

Reaction equation

pyridine

chloromethyl benzoate

KBr

→

Benzoyloxymethylpyridinium Chloride

Conditions

Workup

1. 1
   Otherto react at ambient temperature for 24 hr
2. 2
   FiltrationTrituration in anhydrous ether followed by filtration under nitrogen
3. 3
   Othergave 1.2 g (0.005 mol), 50%, 29, mp 197°-199° (dec)

Procedure

A mixture containing 0.79 g (0.01 mol) pyridine and 1.7 g (0.01 mol) chloromethyl benzoate was allowed to react at ambient temperature for 24 hr. Trituration in anhydrous ether followed by filtration under nitrogen gave 1.2 g (0.005 mol), 50%, 29, mp 197°-199° (dec); ir (KBr) 3440, 3020, 1710, 1610, 1475, 1265, 1150, 1085, 870 and 700 cm-1 ; pmr (D2O) δ 7.0-10.0 (m, 10H) and 6.6 (s, 2H) ppm.

Source