Dicyclohexylcarbodiimide → 1-Ethyl-4-[6-(4-isopentyloxy-butyloxy)-hexyloxy]-benzene

HRID 2398784Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2398784
[CH2:1]([O:6][CH2:7][CH2:8][CH2:9][CH2:10][O:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][OH:18])[CH2:2][CH:3]([CH3:5])[CH3:4].[CH2:19]([C:21]1[CH:26]=[CH:25][C:24](O)=[CH:23][CH:22]=1)[CH3:20].C1(N=C=NC2CCCCC2)CCCCC1>>[CH2:19]([C:21]1[CH:26]=[CH:25][C:24]([O:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][O:11][CH2:10][CH2:9][CH2:8][CH2:7][O:6][CH2:1][CH2:2][CH:3]([CH3:4])[CH3:5])=[CH:23][CH:22]=1)[CH3:20]

Komponenten

4

Edukt 3

HCID 10868DicyclohexylcarbodiimideHCID 312424-EthylphenolHCID 214340426-(4-Isopentyloxybutyloxy)-hexanol

Produkt 1

HCID 214340501-Ethyl-4-[6-(4-isopentyloxy-butyloxy)-hexyloxy]-benzene

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

2.60 g (0.010 mol) of 6-(4-Isopentyloxybutyloxy)-hexanol are mixed with 1.22 g (0.010 mol) of 4-ethylphenol and 2.06 g (0.010 mol) of dicyclohexyl carbodiimide and the mixture is stirred at 100° C. over the course of 3 days. After cooling the residue is chromatographed with hexane/ethyl acetate (97:3) on silica gel, whereupon 1-ethyl-4-[6-(4-isopentyloxybutyloxy)-hexyloxy]-benzene is obtained, which according to thin layer chromatography and gas-chromatography is a pure oil.

Aufarbeitung

  1. temperatureAfter cooling the residue
  2. customis chromatographed with hexane/ethyl acetate (97:3) on silica gel, whereupon 1-ethyl-4-[6-(4-isopentyloxybutyloxy)-hexyloxy]-benzene
  3. customis obtained

Quellen und Nachweise

ORD-Eintrag
ord-7b1b2c882f5444e183373829fba63339
Quelldatensatz
uspto-grants-1977_05
Patentnummer
US04025641

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