Реакция #5980

ord-16679a0222a54903abc287b1b5d2fb96

Уравнение реакции

CCOC(=O)Cl
ethylchloroformate
Cl.Cl.NC1CN2CCC1CC2
3-aminoquinuclidine dihydrochloride
Nc1c(Cl)cc(C(=O)O)c2c1C1CCCCC1O2
1-amino-2-chloro-5a,6,7,8,9,9a-hexahydrodibenzofuran-4-carboxylic acid
CCN(CC)CC
triethylamine
Nc1c(Cl)ccc2c1C1CCCCC1O2
1-amino-2-chloro-5a,6,7,8,9,9a-hexahydrodibenzofuran

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    workup.STIRRINGStirring
  2. 2
    workup.WAITis continued overnight
  3. 3
    Другоеthe two layers separated
  4. 4
    Промывкаthe chloroform layer washed twice with water
  5. 5
    Сушкаdried over magnesium sulfate
  6. 6
    Фильтрацияfiltered
  7. 7
    Другоеevaporated to dryness

Методика

To a cold solution of 0.3 g 1-amino-2-chloro-5a,6,7,8,9,9a-hexahydrodibenzofuran-4-carboxylic acid in 40 ml chloroform is added 0.3 g of triethylamine and then 0.2 g ethylchloroformate in 10 ml chloroform. Stirring is continued for 2 hours. This is then added to a cold mixture of 3 g 3-aminoquinuclidine dihydrochloride in 20 ml water containing 7.5 g K2CO3. Stirring is continued overnight. The reaction mixture is then diluted with chloroform, the two layers separated and the chloroform layer washed twice with water, dried over magnesium sulfate, filtered and evaporated to dryness to give 1-amino-2-chloro-5a,6,7,8,9,9a-hexahydrodibenzofuran-4-(N-1-azabicyclo [2.2.2.]oct-3-yl)carboxamide as an oily Product.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US05246942uspto-grants-1993_09