Phenol → 2-{4-[2-Chloro-4-(trifluoromethyl)phenoxy]phenoxy}propanoic acid

HRID 1105725

Reaktionsgleichung

Reaktionsgleichung von HRID 1105725
[Cl:1][C:2]1[CH:15]=[C:14]([C:16]([F:19])([F:18])[F:17])[CH:13]=[CH:12][C:3]=1[O:4][C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][CH:6]=1.C(=O)([O-])[O-].[K+].[K+].Cl[CH:27]([CH3:31])[C:28]([OH:30])=[O:29].C1(O)C=CC=CC=1.C(=O)([O-])[O-].[Na+].[Na+]>O.O1CCOCC1>[Cl:1][C:2]1[CH:15]=[C:14]([C:16]([F:18])([F:17])[F:19])[CH:13]=[CH:12][C:3]=1[O:4][C:5]1[CH:6]=[CH:7][C:8]([O:11][CH:27]([CH3:31])[C:28]([OH:30])=[O:29])=[CH:9][CH:10]=1

Komponenten

8

Edukt 5

HCID 996PhenolHCID 10340Sodium CarbonateHCID 11430Potassium CarbonateHCID 117342-Chloropropionic acidHCID 129406134-[2-Chloro-4-(trifluoromethyl)phenoxy]phenol

Produkt 1

HCID 129060172-{4-[2-Chloro-4-(trifluoromethyl)phenoxy]phenoxy}propanoic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

28.9 g of 4-(2-chloro-4-trifluoromethylphenoxy)phenol was added to 50 ml of dioxane, and with stirring at 30° to 40° C., 13.8 g of potassium carbonate was added. The mixture was heated to 40° to 60° C., and 10.8 g of α-chloropropionic acid was added. The reaction was performed for 4 hours. The disappearance of the starting phenol was confirmed by gas chromatography, and the reaction product was poured into a suitable amount of water. Sodium carbonate was added to transfer the final product into the aqueous phase. The oily phase was separated and removed, and then hydrochloric acid was added to afford 20 g of a solid precipitate. The final product obtained had a melting point of 90° to 92° C.

Aufarbeitung

  1. temperatureThe mixture was heated to 40° to 60° C.

Quellen und Nachweise

ORD-Eintrag
ord-e359c2285da843bc96ccd00dfaacad22
Quelldatensatz
uspto-grants-1982_01
Patentnummer
US04309562

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