Ethanol → 3-(2',4'-Difluoro-4-biphenylyl)butyric acid

HRID 26917

Reaktionsgleichung

Reaktionsgleichung von HRID 26917
C([O:3][C:4](=[O:22])[CH:5]=[C:6]([C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:19]=[CH:18][C:17]([F:20])=[CH:16][C:15]=2[F:21])=[CH:10][CH:9]=1)[CH3:7])C.[OH-].[Na+].C(O)C>[Na].[Hg].O>[F:21][C:15]1[CH:16]=[C:17]([F:20])[CH:18]=[CH:19][C:14]=1[C:11]1[CH:12]=[CH:13][C:8]([CH:6]([CH3:7])[CH2:5][C:4]([OH:22])=[O:3])=[CH:9][CH:10]=1

Komponenten

6

Edukt 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 541080583-(2',4'-Difluoro-4-biphenylyl)-2-butenoic acid ethyl ester

Produkt 1

HCID 213225403-(2',4'-Difluoro-4-biphenylyl)butyric acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 9837419Sodium amalgamKatalysatorHCID 962WaterLösungsmittel

Versuchsvorschrift

3.02 g. of 3-(2',4'-difluoro-4-biphenylyl)-2-butenoic acid ethyl ester in 14 ml. of 1 N sodium hydroxide solution and 30 ml. of ethanol are heated under reflux for 3 hours. 40 ml. of water are added and 55 g. of 2.5% sodium amalgam are added in portions, at 25° with stirring, over the course of 5 hours. The mixture is stirred for 5 hours more and warmed on a water bath. The supernatant liquor is decanted from the mercury. Alcohol is distilled off and the reaction mixture is worked up in the customary manner to give 3-(2',4'-difluoro-4-biphenylyl)butyric acid, m.p. 109°-110°.

Aufarbeitung

  1. temperatureunder reflux for 3 hours
  2. stirringThe mixture is stirred for 5 hours more
  3. temperaturewarmed on a water bath
  4. customThe supernatant liquor is decanted from the mercury
  5. distillationAlcohol is distilled off

Quellen und Nachweise

ORD-Eintrag
ord-a41b7b20d8a545af9cd9e193af4db871
Quelldatensatz
uspto-grants-1979_04
Patentnummer
US04151302

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