Hydrochloric Acid → 4-Chloro-2-(3-trifluoromethyl-phenoxy)-benzyl alcohol

HRID 372445Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 372445
C[O:2][C:3](=O)[C:4]1[CH:9]=[CH:8][C:7]([Cl:10])=[CH:6][C:5]=1[O:11][C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([C:18]([F:21])([F:20])[F:19])[CH:13]=1.[BH4-].[Li+].Cl>O1CCCC1>[Cl:10][C:7]1[CH:8]=[CH:9][C:4]([CH2:3][OH:2])=[C:5]([O:11][C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([C:18]([F:19])([F:20])[F:21])[CH:13]=2)[CH:6]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 4148881Lithium borohydrideHCID 540086294-Chloro-2-(3-trifluoromethylphenoxy)-benzoic acid methyl ester

Produkt 1

HCID 544081134-Chloro-2-(3-trifluoromethyl-phenoxy)-benzyl alcohol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

A solution of 103 g. of 4-chloro-2-(3-trifluoromethyl-phenoxy)-benzoic acid methyl ester in 400 ml. of tetrahydrofuran is added dropwise at reflux over a period of 30 minutes to a solution of 16.2 g. of lithium borohydride in 280 ml. of absolute tetrahydrofuran. The mixture is then cooled to 0° C. and slowly added dropwise to 400 ml. of 3-N aqueous hydrochloride acid. After the addition of 500 ml. of water, the mixture is extracted twice with ether. After evaporation of the ether, there is obtained 4-chloro-2-(3-trifluoromethyl-phenoxy)-benzyl alcohol in the form of an oil.

Aufarbeitung

  1. temperatureat reflux over a period of 30 minutes to a solution of 16.2 g
  2. additionslowly added dropwise to 400 ml
  3. additionAfter the addition of 500 ml
  4. extractionof water, the mixture is extracted twice with ether
  5. customAfter evaporation of the ether

Quellen und Nachweise

ORD-Eintrag
ord-857ad8f3049d4dc08af62327fdd8c56e
Quelldatensatz
uspto-grants-1978_05
Patentnummer
US04091023

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