Acetic Anhydride → 2-Methylpropyl 2-cyano-3-ethoxyprop-2-enoate

HRID 1980219Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1980219
[C:1]([CH2:3][C:4]([O:6][CH2:7][CH:8]([CH3:10])[CH3:9])=[O:5])#[N:2].[C:11]([O:14][C:15](=O)C)(=O)[CH3:12].C(OCC)(OCC)OCC>>[C:1]([C:3](=[CH:15][O:14][CH2:11][CH3:12])[C:4]([O:6][CH2:7][CH:8]([CH3:10])[CH3:9])=[O:5])#[N:2]

Komponenten

4

Edukt 3

HCID 7918Acetic AnhydrideHCID 25918Isobutyl cyanoacetateHCID 31214Ethyl orthoformate

Produkt 1

HCID 537568292-Methylpropyl 2-cyano-3-ethoxyprop-2-enoate

Versuchsvorschrift

A mixture of isobutyl cyanoacetate (30 g), acetic anhydride (58 ml) and triethyl orthoformate (43 ml) was heated under reflux for 6 hours. The volatile material was evaporated and the residue was distilled to give isobutyl 2-cyano-3-ethoxy-2-propenoate, b.p. 130°-133° C./0.4 mm. A solution of this (6 g) in ethanol (30 ml) was mixed with benzylmethylamine (4 ml). The mixture was heated under reflux for 10 minutes and then cooled and diluted with water (50 ml). The solid was filtered and recrystallised from ethanol giving isobutyl 3-(benzylmethylamino)-2-cyano-2-propenoate, mp 105°-106° C.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureunder reflux for 6 hours
  3. customThe volatile material was evaporated
  4. distillationthe residue was distilled

Quellen und Nachweise

ORD-Eintrag
ord-55405d428a034e609ccfb9bd77590936
Quelldatensatz
uspto-grants-1985_04
Patentnummer
US04508659

Notizen zur Reaktion

Wird geladen…