Dicyclohexylcarbodiimide → HCID 21434050, compound

HRID 2398784Notes

Reaction equation

[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]

Participants

Reactant 3

HCID 10868Dicyclohexylcarbodiimide

HCID 312424-Ethylphenol

HCID 214340426-(4-Isopentyloxybutyloxy)-hexanol

Product 1

HCID 21434050HCID 21434050, compound

Conditions

Temperature: 100 °C

Procedure

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.

Workup

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

Sources & evidence

ORD record: ord-7b1b2c882f5444e183373829fba63339
Source dataset: uspto-grants-1977_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04025641

Reaction notes

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