Ethanol → Ethyl 3-cyano-3-phenylpropanoate

HRID 1076882Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1076882
C(OC(=O)[C:5](=[CH:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:6]([O:8][CH2:9][CH3:10])=[O:7])C.[C-:19]#[N:20].[K+].C(O)C>O>[CH2:9]([O:8][C:6](=[O:7])[CH2:5][CH:11]([C:19]#[N:20])[C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1)[CH3:10]

Komponenten

5

Edukt 3

HCID 702EthanolHCID 9032Potassium CyanideHCID 94751Diethyl (phenylmethylene)malonate

Produkt 1

HCID 12414061Ethyl 3-cyano-3-phenylpropanoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

120 g of benzalmalonic acid diethyl ester, 33.6 g of potassium cyanide, 1600 cc of ethanol and 160 cc of water are stirred at a bath temperature of 60° for 12 to 14 hours. The reaction mixture is then cooled with ice water, the potassium bicarbonate which crystallizes is filtered off, the filtrate is made neutral with about 15 cc of 1 N hydrochloric acid, air is passed through the solution with a water jet vacuum pump for 1 hour, the solvent is distilled off on a rotary evaporator, 100 cc of water are added to the oily residue, and extraction is effected 6 times with 250 cc amounts of ether. The 3-cyano-3-phenyl-propionic acid ethyl ester, obtained after distilling off the ether, is purified by vacuum distillation. B.P. 125°-130°/0.15 mm Hg.

Aufarbeitung

  1. customthe potassium bicarbonate which crystallizes
  2. filtrationis filtered off
  3. distillationthe solvent is distilled off on a rotary evaporator, 100 cc of water
  4. additionare added to the oily residue, and extraction

Quellen und Nachweise

ORD-Eintrag
ord-d6029a477334409b996241ed14078935
Quelldatensatz
uspto-grants-1976_05
Patentnummer
US03958003

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