2-Hydroxy-4-methyl-hydratropic acid phenylurethane → 2-(4-Tolyl)propanoic acid

HRID 2058551

Reaktionsgleichung

Reaktionsgleichung von HRID 2058551
C1(NC(OCC)=O)C=CC=CC=1.O[C:14]1[CH:24]=[C:23]([CH3:25])[CH:22]=[CH:21][C:15]=1[CH:16]([CH3:20])[C:17]([OH:19])=[O:18].[H][H]>C(O)(=O)C.[Pd]>[CH3:25][C:23]1[CH:22]=[CH:21][C:15]([CH:16]([CH3:20])[C:17]([OH:19])=[O:18])=[CH:14][CH:24]=1

Komponenten

5

Edukt 2

HCID 705129172-Hydroxy-4-methyl-hydratropic acid phenylurethaneHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 1508662-(4-Tolyl)propanoic acidAusbeute 67 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

3 g. of 2-hydroxy-4-methyl-hydratropic acid phenylurethane are dissolved in acetic acid. To the solution 0.4 g. of a 5% palladium-on-charcoal catalyst are added, and the mixture is hydrogenated at 25° C. until the calculated amount of hydrogen is used up. The catalyst is filtered off and the filtrate is evaporated. The residue is admixed with a 10% aqueous hydrochloric acid solution and the separated oil is extracted with chloroform. The chloroform solution is dried over sodium sulphate and evaporated. 1.1 g. (67%) of 4-methyl-hydratropic acid are obtained.

Aufarbeitung

  1. filtrationThe catalyst is filtered off
  2. customthe filtrate is evaporated
  3. extractionthe separated oil is extracted with chloroform
  4. dry with materialThe chloroform solution is dried over sodium sulphate
  5. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-2263ebcd68ac489b8bb44fe2110f7e35
Quelldatensatz
uspto-grants-1982_03
Patentnummer
US04317920

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