Реакция #4816

ord-fa1c20f388e948989dd21b012d79f7a9

Уравнение реакции

CCCCCCCCCCCC(=O)OCCl
chloromethyl n-dodecanoate
C1CN2CCC1CC2
quinuclidine
[Br-].[K+]
KBr
CCCCCCCCCCCC(=O)OC[N+]12CCC(CC1)CC2.[Cl-]
n-Dodecanoyloxymethylquinuclidinium Chloride

Реагенты

Нет

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Другоеto react together at room temperature for 48 hrs
  2. 2
    Другоеthe mixture was triturated in anydrous ether overnite
  3. 3
    ДругоеThe solid was isolated by filtration under a nitrogen atmosphere
  4. 4
    Промывкаthoroughly washed with anhydrous ether
  5. 5
    СушкаAfter drying in vacuo over calcium sulfate at room temperature
  6. 6
    Другое2.1 g (0.006 mol), 17 was obtained as a white solid, mp 170°-172°

Методика

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.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US04727151uspto-grants-1988_02