Reacción #4816

Ecuación de reacción

chloromethyl n-dodecanoate

quinuclidine

KBr

→

n-Dodecanoyloxymethylquinuclidinium Chloride

Disolventes

ether

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroto react together at room temperature for 48 hrs
2. 2
   Otrothe mixture was triturated in anydrous ether overnite
3. 3
   OtroThe solid was isolated by filtration under a nitrogen atmosphere
4. 4
   Lavadothoroughly washed with anhydrous ether
5. 5
   SecadoAfter drying in vacuo over calcium sulfate at room temperature
6. 6
   Otro2.1 g (0.006 mol), 17 was obtained as a white solid, mp 170°-172°

Procedimiento

2.49 g (0.01 mol) chloromethyl n-dodecanoate and 1.12 g (0.01 mol) quinuclidine were mixed and allowed to react together at room temperature for 48 hrs. Anhydrous ether was added to the mixture and the mixture was triturated in anydrous ether overnite. The solid was isolated by filtration under a nitrogen atmosphere and thoroughly washed with anhydrous ether. After drying in vacuo over calcium sulfate at room temperature, 2.1 g (0.006 mol), 17 was obtained as a white solid, mp 170°-172°; ir (KBr) 2960, 2930, 1765, 1470, 1120, 1090, 860 and 830 cm-1 ; pmr (CDCl3) δ 5.8 (s, 2H), 3.9 (t, 6H), 2.5 (t, 2H), 2.2 (m, 7H), 1.3 (bs, 18H) and 0.9 (t, 3H) ppm.

Fuente