Methanol → Ethyl 3-amino-4-cyclohexylphenylglyoxylate

HRID 261573

Reaktionsgleichung

Reaktionsgleichung von HRID 261573
[N+:1]([C:4]1[CH:5]=[C:6]([C:16](=[O:22])[C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH:7]=[CH:8][C:9]=1[CH:10]1[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1)([O-])=O.CO.[H][H]>[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]([C:16](=[O:22])[C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH:7]=[CH:8][C:9]=1[CH:10]1[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1

Komponenten

5

Edukt 3

HCID 887MethanolHCID 20515200Ethyl 3-nitro-4-cyclohexylphenylglyoxylateHCID 178418361HCID 178418361, Verbindung2×

Produkt 1

HCID 20515218Ethyl 3-amino-4-cyclohexylphenylglyoxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 23938PalladiumKatalysator

Versuchsvorschrift

A mixture of 15.3 g. (0.05 moles) of ethyl 3-nitro-4-cyclohexylphenylglyoxylate in 100 ml. methanol containing 0.05 mole citric acid and 1.5 g. of 5% palladium-on-carbon is shaken with hydrogen at 3 atm. pressure and 27° C. until 3 moles of hydrogen are absorbed. The mixture is filtered, washed with methanol and the filtrate concentrated in vacuo to obtain ethyl 3-amino-4-cyclohexylphenylglyoxylate, isolated as the citrate salt.

Aufarbeitung

  1. additionA mixture of 15.3 g
  2. customare absorbed
  3. filtrationThe mixture is filtered
  4. washwashed with methanol
  5. concentrationthe filtrate concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-455799b1ddc44a3683de832e4e334b02
Quelldatensatz
uspto-grants-1979_08
Patentnummer
US04166133

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