Water → p-(4-Phenoxybutoxy) acetophenone

HRID 259655

Reaktionsgleichung

Reaktionsgleichung von HRID 259655
[O:1]([CH2:8][CH2:9][CH2:10][CH2:11]Br)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH:13][C:14]1[CH:19]=[CH:18][C:17]([C:20](=[O:22])[CH3:21])=[CH:16][CH:15]=1.C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[O:1]([CH2:8][CH2:9][CH2:10][CH2:11][O:13][C:14]1[CH:19]=[CH:18][C:17]([C:20](=[O:22])[CH3:21])=[CH:16][CH:15]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 74694'-HydroxyacetophenoneHCID 11430Potassium CarbonateHCID 70986(4-Bromobutoxy)benzene

Produkt 1

HCID 21844721p-(4-Phenoxybutoxy) acetophenone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A mixture 100 grams (0.438 mole) of 4-phenoxybutyl bromide, 59.5 grams (0.438 mole) of p-hydroxyacetophenone, and 60.4 grams (0.438 mole) of potassium carbonate in approximately 200 milliliters of dry dimethylformamide, is stirred at its reflux temperature for a period of about 4 hours. The reaction mixture is cooled, water added, and the reaction product removed by filtration. The product is washed with a solution of 2 N sodium hydroxide, washed with water, and recrystallized twice from isopropyl alcohol to yield the desired p-(4-phenoxybutoxy) acetophenone having a m.p. of 104°-6° C.

Aufarbeitung

  1. temperaturereflux temperature for a period of about 4 hours
  2. temperatureThe reaction mixture is cooled
  3. customthe reaction product removed by filtration
  4. washThe product is washed with a solution of 2 N sodium hydroxide
  5. washwashed with water
  6. customrecrystallized twice from isopropyl alcohol

Quellen und Nachweise

ORD-Eintrag
ord-6031a4a6e381409a94a01be0a1234914
Quelldatensatz
uspto-grants-1977_07
Patentnummer
US04038412

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