Sodium Chromate → 4-(3,5-Dichlorophenylmethyl)cyclohexanone

HRID 727165

Reaktionsgleichung

Reaktionsgleichung von HRID 727165
[Cr]([O-])([O-])(=O)=O.[Na+].[Na+].[Cl:8][C:9]1[CH:10]=[C:11]([CH2:16][CH:17]2[CH2:22][CH2:21][CH:20]([OH:23])[CH2:19][CH2:18]2)[CH:12]=[C:13]([Cl:15])[CH:14]=1>C(OCC)C>[Cl:8][C:9]1[CH:10]=[C:11]([CH2:16][CH:17]2[CH2:22][CH2:21][C:20](=[O:23])[CH2:19][CH2:18]2)[CH:12]=[C:13]([Cl:15])[CH:14]=1

Komponenten

4

Edukt 2

HCID 24488Sodium ChromateHCID 197052214-(3,5-Dichlorophenylmethyl)cyclohexanol

Produkt 1

HCID 197052684-(3,5-Dichlorophenylmethyl)cyclohexanoneAusbeute 36,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

A solution of chromic acid was prepared using 5.6 grams of sodium dichromate, 16.8 mL of water, 4.1 mL of concentrated sulfuric acid, and additional water to provide 28 mL of solution. The sodium chromate solution was cooled to 0° C. and was added dropwise to a stirred, cold (0° C.) solution of 7.3 grams (0.028 mole) of 4-(3,5-dichlorophenylmethyl)cyclohexanol in 15 mL of diethyl ether. The complete addition required about 5 minutes. Upon completion of addition, the reaction mixture was stirred for 5 minutes and then was extracted with diethyl ether. The ether extract was washed with an aqueous solution saturated with sodium bicarbonate, then with water. The organic layer was concentrated under reduced pressure, yielding 2.6 grams of 4-(3,5-dichlorophenylmethyl)cyclohexanone.

Aufarbeitung

  1. additionThe complete addition required about 5 minutes
  2. additionUpon completion of addition
  3. extractionwas extracted with diethyl ether
  4. extractionThe ether extract
  5. washwas washed with an aqueous solution saturated with sodium bicarbonate
  6. concentrationThe organic layer was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-e3d06a9f5a66428e9a8fed0fd0be5ceb
Quelldatensatz
uspto-grants-1998_01
Patentnummer
US05712281

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