Sulfuric Acid → 1,6-Octadiene, 3-(1-ethoxyethoxy)-3,7-dimethyl-

HRID 1604861

Reaktionsgleichung

Reaktionsgleichung von HRID 1604861
[CH:1]([O:3][CH2:4][CH3:5])=[CH2:2].S(=O)(=O)(O)O.[CH2:11]=[CH:12][C:13]([CH2:16][CH2:17][CH:18]=[C:19]([CH3:21])[CH3:20])([CH3:15])[OH:14]>>[C:13]([O:14][CH:1]([O:3][CH2:4][CH3:5])[CH3:2])([CH2:16][CH2:17][CH:18]=[C:19]([CH3:21])[CH3:20])([CH:12]=[CH2:11])[CH3:15]

Komponenten

4

Edukt 3

HCID 1118Sulfuric AcidHCID 6549LinaloolHCID 8023Ethyl vinyl ether

Produkt 1

HCID 1620271,6-Octadiene, 3-(1-ethoxyethoxy)-3,7-dimethyl-Ausbeute 82,3 %

Versuchsvorschrift

Into an 1 l reaction flask is placed 216 g vinylethyl ether. Under stirring a solution of 0.2 g concentrated sulfuric acid (s.g. 1.84) in 154 g linalool is added over a 2 hour period at 30°C. Then 100 g of a 10-percent soda solution are added to the reaction mixture and the entire mixture is stirred for half an hour. The organic upper layer is separated and fractionated with 0.5 g soda to obtain 186 g acetaldehyde ethyl linalyl acetal. The acetal has a boiling point of 90°-94°C. at 2 mm Hg; nD20 1,4495-1,4485. The addition of soda to the product to be distilled prevents the formation of 5.9-dimethyl-4.8-decadien-1-al during the fractionation.

Aufarbeitung

  1. customInto an 1 l reaction flask
  2. additionis added over a 2 hour period at 30°C
  3. additionThen 100 g of a 10-percent soda solution are added to the reaction mixture
  4. customThe organic upper layer is separated

Quellen und Nachweise

ORD-Eintrag
ord-fd5128ffac254c759953e00049edf802
Quelldatensatz
uspto-grants-1976_04
Patentnummer
US03948814

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