Реакция #4687

ord-0c2d879632c7416297f9a04382172ffc

Уравнение реакции

N#CCCC(Oc1cccc2ccccc12)C(=O)O
4-Cyano-2(R,S)-α-naphthoxybutyric acid
[K+].[OH-]
KOH
CCOC(=O)C(Oc1cccc2ccccc12)C(=O)OCC
α-naphthoxymalonic acid diethyl ester
C=CC#N
acrylonitrile
CCOC(=O)C(CCC#N)(Oc1cccc2ccccc12)C(=O)OCC
(2-cyanoethyl)-α-naphthoxymalonic acid diethyl ester

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ПромывкаThe ethyl acetate solution is washed with 2N sodium bicarbonate solution, 2N hydrochloric acid and brine
  2. 2
    Сушкаdried over sodium sulphate
  3. 3
    Концентрированиеconcentrated by evaporation

Методика

4-Cyano-2(R,S)-α-naphthoxybutyric acid: 0.11 ml of a 50% aqueous KOH solution is added at 0°, while stirring, to a mixture of 5.0 g of α-naphthoxymalonic acid diethyl ester and 1.09 ml of acrylonitrile. The reaction mixture is stirred for 5 days at room temperature and then dissolved in ethyl acetate. The ethyl acetate solution is washed with 2N sodium bicarbonate solution, 2N hydrochloric acid and brine, dried over sodium sulphate and concentrated by evaporation, leaving (2-cyanoethyl)-α-naphthoxymalonic acid diethyl ester.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US04727060uspto-grants-1988_02