3-Carbomethoxy-4-(3-methoxyphenyl)-3-butenoic acid → 3-Carbomethoxy-4-(3-methoxyphenyl)butanoic acid

HRID 129693

Reaktionsgleichung

Reaktionsgleichung von HRID 129693
[C:1]([C:5](=[CH:10][C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([O:17][CH3:18])[CH:12]=1)[CH2:6][C:7]([OH:9])=[O:8])([O:3][CH3:4])=[O:2]>C(O)(=O)C.[Pd]>[C:1]([CH:5]([CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([O:17][CH3:18])[CH:12]=1)[CH2:6][C:7]([OH:9])=[O:8])([O:3][CH3:4])=[O:2]

Komponenten

4

Edukt 1

HCID 5896073-Carbomethoxy-4-(3-methoxyphenyl)-3-butenoic acid

Produkt 1

HCID 106584473-Carbomethoxy-4-(3-methoxyphenyl)butanoic acidAusbeute 83,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

A solution of 21.1 g (84 mmol) of 3-carbomethoxy-4-(3-methoxyphenyl)-3-butenoic acid in 100 ml of acetic acid with 2.11 g of 10% Pd on carbon is shaken under H2 atmosphere until H2 uptake ceases (approximately 4 hours). This is filtered through celite and the filtrate concentrated in vacuo several times from toluene to afford 17.6 g of 3-carbomethoxy-4-(3-methoxyphenyl)butanoic acid in the form of a yellow oil which is used directly in the next step.

Aufarbeitung

  1. filtrationThis is filtered through celite
  2. concentrationthe filtrate concentrated in vacuo several times from toluene

Quellen und Nachweise

ORD-Eintrag
ord-a131f54ab91a46f0a140d8f163f67720
Quelldatensatz
uspto-grants-1995_11
Patentnummer
US05468898

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