Allyl chloride → 1-(3,3-Dimethylcyclohexyl)ethanone

HRID 867153

Reaktionsgleichung

Reaktionsgleichung von HRID 867153
[C:1]([CH:4]1[CH2:9][CH2:8][CH2:7][C:6]([CH3:11])([CH3:10])[CH2:5]1)(=[O:3])[CH3:2].[OH-].[Na+].[CH2:14](Cl)[CH:15]=[CH2:16].[CH2:18](N(CC)CC)[CH3:19]>O>[C:1]([CH:4]1[CH2:9][CH2:8][CH2:7][C:6]([CH3:11])([CH3:10])[CH2:5]1)(=[O:3])[CH3:2].[C:1]([C:4]1([CH2:14][CH:15]=[CH:16][CH2:18][CH3:19])[CH2:9][CH2:8][CH2:7][C:6]([CH3:11])([CH3:10])[CH2:5]1)(=[O:3])[CH3:2].[CH3:10][C:6]1([CH3:11])[CH2:7][CH2:8][CH2:9][CH:4]([C:1](=[O:3])[CH2:2][CH2:16][CH:15]=[CH2:14])[CH2:5]1

Komponenten

8

Edukt 4

HCID 7850Allyl chlorideHCID 8471TriethylamineHCID 14798Sodium HydroxideHCID 913881-(3,3-Dimethylcyclohexyl)ethanone

Produkt 3

HCID 913881-(3,3-Dimethylcyclohexyl)ethanoneHCID 64534231-(3,3-Dimethylcyclohexyl)-pent-4-en-1-oneHCID 53724607HCID 53724607, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of 1-acetyl-3,3-dimethylcyclohexane (156 grams, 1 mole), sodium hydroxide (60 grams, 1.5 moles), allyl chloride (114 grams, 1.5 moles) and triethylamine (10 grams) is stirred and heated at 80°-84° C. for 12 hours. The reaction mass is cooled to room temperature. Water is added with stirring, and the aqueous layer is discarded. The organic layer is distilled to afford 119 grams of 1-acetyl-3,3-dimethylcyclohexane, 31 grams of 1-acetyl-3,3-dimethyl-1-(2-pentenyl) cyclohexane, and 5 grams of 3,3-dimethyl-1-(4-pentenoyl) cyclohexane.

Aufarbeitung

  1. temperatureheated at 80°-84° C. for 12 hours
  2. stirringwith stirring
  3. distillationThe organic layer is distilled

Quellen und Nachweise

ORD-Eintrag
ord-eea4779a8076450b860971bd9ec322b9
Quelldatensatz
uspto-grants-1978_07
Patentnummer
US04102928

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