Hydrochloric Acid → alpha-Fluoro-alpha-isopropyl-4-chlorophenylacetic acid

HRID 354704Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 354704
[F:1][C:2]([C:11]1[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=1)([CH:8]([CH3:10])[CH3:9])[C:3]([O:5]CC)=[O:4].[OH-].[K+].Cl>CO.O>[F:1][C:2]([C:11]1[CH:12]=[CH:13][C:14]([Cl:17])=[CH:15][CH:16]=1)([CH:8]([CH3:10])[CH3:9])[C:3]([OH:5])=[O:4]

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 13194588Ethyl alpha-fluoro-alpha-isopropyl-4-chlorophenylacetate

Produkt 1

HCID 13194589alpha-Fluoro-alpha-isopropyl-4-chlorophenylacetic acidAusbeute 87 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of ethyl α-fluoro-α-isopropyl-4-chlorophenylacetate (1.42 g) and potassium hydroxide (0.35 g) in methanol (5 ml) was stirred at ambient temperature for 2.5 hours. The reaction mixture was acidified with hydrochloric acid, diluted with water and the aqueous mixture extracted with methylene chloride. The methylene chloride extract was dried over anhydrous sodium sulfate and the solvent removed by distillation under reduced pressure to give α-fluoro-α-isopropyl-4-chlorophenylacetic acid (1.10 g; 87%) m.p. 120° C.

Aufarbeitung

  1. extractionthe aqueous mixture extracted with methylene chloride
  2. extractionThe methylene chloride extract
  3. dry with materialwas dried over anhydrous sodium sulfate
  4. customthe solvent removed by distillation under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-acc8cc1384f54075925fdc44ebb27e5f
Quelldatensatz
uspto-grants-1983_03
Patentnummer
US04376784

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