Ethanol → 2-Phenylthio-5-trifluoromethylbenzoic acid

HRID 435715Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 435715
[C:1]1([S:7][C:8]2C=[CH:14][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:12][C:9]=2C#N)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-:20].[Na+].[CH2:22]([OH:24])[CH3:23]>O>[C:1]1([S:7][C:8]2[CH:9]=[CH:12][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:14][C:23]=2[C:22]([OH:20])=[O:24])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Komponenten

5

Edukt 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 14895212-(Phenylthio)-5-(trifluoromethyl)benzonitrile

Produkt 1

HCID 1042312-Phenylthio-5-trifluoromethylbenzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

6 g of 2-(phenylthio)-5-trifluoromethyl-benzonitrile, 40 ml of 15% aqueous sodium hydroxide solution and 12 ml of ethanol are heated under reflux for 12 hours and then cooled. After the addition of 100 ml of water, the mixture is extracted with 80 ml of benzene. The aqueous phase is cooled to 0° C and acidified with concentrated hydrochloric acid. The precipitate which separates out is extracted with methylene chloride. The organic phase is washed with water until neutral, dried over sodium sulphate, filtered and evaporated. There is obtained 2-(phenylthio)-5-trifluoromethyl-benzoic acid which melts at 140°-145° C.

Aufarbeitung

  1. temperatureunder reflux for 12 hours
  2. temperaturecooled
  3. extractionthe mixture is extracted with 80 ml of benzene
  4. extractionThe precipitate which separates out is extracted with methylene chloride
  5. washThe organic phase is washed with water until neutral,
  6. dry with materialdried over sodium sulphate
  7. filtrationfiltered
  8. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-e8563dec03664a4b842a7d5bb98c510b
Quelldatensatz
uspto-grants-1977_02
Patentnummer
US04006144

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