Hydrochloric Acid → 3,5-Dichloro-4-(4-fluoro-3-phenoxybenzyloxy)phenol

HRID 363092Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 363092
C([O:9][C:10]1[CH:15]=[C:14]([Cl:16])[C:13]([O:17][CH2:18][C:19]2[CH:24]=[CH:23][C:22]([F:25])=[C:21]([O:26][C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[CH:20]=2)=[C:12]([Cl:33])[CH:11]=1)(=O)C1C=CC=CC=1.[OH-].[K+].Cl>CO>[Cl:16][C:14]1[CH:15]=[C:10]([OH:9])[CH:11]=[C:12]([Cl:33])[C:13]=1[O:17][CH2:18][C:19]1[CH:24]=[CH:23][C:22]([F:25])=[C:21]([O:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH:20]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 538852383,5-Dichloro-4-(4-fluoro-3-phenoxybenzyloxy)phenyl benzoate

Produkt 1

HCID 538576463,5-Dichloro-4-(4-fluoro-3-phenoxybenzyloxy)phenolAusbeute 91 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A reaction vessel was charged with 1.36 g of 3,5-dichloro-4-(4-fluoro-3-phenoxybenzyloxy)phenyl benzoate and 10 ml of methanol, to which 4.2 g of 10% potassium hydroxide solution was slowly added dropwise under ice cooling. After stirring for 1 hour, the reaction mixture was made weakly acidic by the addition of 10% hydrochloric acid, and extracted twice with 50 ml of diethyl ether under salting out. The combined ether layer was washed with water, dried with anhydrous magnesium sulfate, and concentrated to obtain a crude product. The crude product was subjected to silica gel chromatography, which afforded 0.97 g of 3,5-dichloro-4-(4-fluoro-3-phenoxybenzyloxy)phenol (91% yield), m.p. 144.8° C.

Aufarbeitung

  1. additionwas slowly added dropwise under ice cooling
  2. extractionextracted twice with 50 ml of diethyl ether under salting out
  3. washThe combined ether layer was washed with water
  4. dry with materialdried with anhydrous magnesium sulfate
  5. concentrationconcentrated
  6. customto obtain a crude product

Quellen und Nachweise

ORD-Eintrag
ord-66ac54bfabd64052aed882d2116b4e8d
Quelldatensatz
uspto-grants-1999_02
Patentnummer
US05872137

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