1-Propanol → HCID 23282392, Verbindung

Reaktionsgleichung

[CH2:1]([C:3]1[CH:17]=[C:16]([O:18][CH2:19][CH:20]=[C:21]([Cl:23])[Cl:22])[CH:15]=[C:14]([CH2:24][CH3:25])[C:4]=1[O:5][CH2:6][CH2:7][CH2:8][CH2:9][O:10][CH2:11][CH:12]=[O:13])[CH3:2].[CH2:26]([OH:29])[CH2:27][CH3:28].[CH2:30]1[CH2:35]CCC[CH2:31]1>>[CH2:24]([C:14]1[CH:15]=[C:16]([O:18][CH2:19][CH:20]=[C:21]([Cl:22])[Cl:23])[CH:17]=[C:3]([CH2:1][CH3:2])[C:4]=1[O:5][CH2:6][CH2:7][CH2:8][CH2:9][O:10][CH2:11][CH:12]([O:29][CH2:26][CH2:27][CH3:28])[O:13][CH2:31][CH2:30][CH3:35])[CH3:25]

Komponenten

Edukt 3

HCID 10311-Propanol

HCID 8078Cyclohexane

HCID 54234953HCID 54234953, Verbindung

Produkt 1

HCID 23282392HCID 23282392, VerbindungAusbeute 77 %

Versuchsvorschrift

A mixture of 0.39 g of 4-(2,6-diethyl-4-(3,3-dichloro-2-propenyloxy)phenoxy)butyloxyacetaldehyde, 0.24 g of 1-propanol and 10 ml of cyclohexane was stirred at room temperature, to which 0.038 g of p-tolunesulfonic acid hydrate and 0.40 g of powdered molecular sieves SA were added. After stirring at room temperature for 30 minutes, the reaction mixture was filtered. The filtrate was added to water and extracted twice with diethyl ether. The diethyl ether layers were combined, washed with water, dried over magnesium sulfate and then evaporated to give a crude product. The crude product was subjected to silica gel chromatography, which afforded 0.38 g of 3,5-diethyl-1-(3,3-dichloro-2-propenyloxy)-4-(4-(2,2-dipropyloxyethoxy)butyloxy)benzene (yield, 77%), nD23.5 1.4975.