Water → 1-Chloro-3-phenoxypropan-2-one

HRID 372070

Reaktionsgleichung

Reaktionsgleichung von HRID 372070
CC(C)=O.OS(O)(=O)=O.O=[Cr](=O)=O.[Cl:14][CH2:15][CH:16]([OH:25])[CH2:17][O:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.O>CC(C)=O.[Cr]>[Cl:14][CH2:15][C:16]([CH2:17][O:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[O:25]

Komponenten

6

Edukt 3

HCID 962WaterHCID 943001-Chloro-3-phenoxy-2-propanolHCID 131709961Jones' reagent

Produkt 1

HCID 116224561-Chloro-3-phenoxypropan-2-oneAusbeute 49,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23976ChromiumKatalysatorHCID 180AcetoneLösungsmittel

Reaktionsbedingungen

Temperatur
20 °C

Versuchsvorschrift

8N Jones reagent (100 ml.) was added dropwise to a stirred solution of 1-chloro-2-hydroxy-3-phenoxypropane (28.3 g.) in acetone (100 ml.) during 1 hour while maintaining the reaction temperature at 20° C. The mixture was then stirred for 4 hours, and then sufficient water was added to dissolve the precipitated chromium salts. The mixture was extracted three times with diethyl ether and the combined ethereal extracts were dried over sodium sulphate, concentrated under reduced pressure, dried again over sodium sulphate, and concentrated further and distilled, to give 1-chloro-3-phenoxyacetone (13.9 g.), b.p. 150°-155° C./20 mm.Hg.

Aufarbeitung

  1. extractionThe mixture was extracted three times with diethyl ether
  2. dry with materialthe combined ethereal extracts were dried over sodium sulphate
  3. concentrationconcentrated under reduced pressure
  4. dry with materialdried again over sodium sulphate
  5. concentrationconcentrated further
  6. distillationdistilled

Quellen und Nachweise

ORD-Eintrag
ord-aebca0dd54214c77b0232d4af4effbc5
Quelldatensatz
uspto-grants-1978_05
Patentnummer
US04088695

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