Phenol → 2-[2-(2-Ethylphenoxy)ethoxy]ethanol

HRID 265206Notes

Reaction equation

HRID 265206 reaction equation
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:8]([O:10][CH2:11][CH2:12][O:13]CCO)[CH3:9].[CH:17]1(N=C=NC2CCCCC2)CCCC[CH2:18]1>>[CH2:17]([C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][C:1]=1[O:7][CH2:9][CH2:8][O:10][CH2:11][CH2:12][OH:13])[CH3:18]

Participants

4

Reactant 3

HCID 996PhenolHCID 8146Diethylene Glycol Monoethyl EtherHCID 10868Dicyclohexylcarbodiimide

Product 1

HCID 610758872-[2-(2-Ethylphenoxy)ethoxy]ethanol

Procedure

Phenol (13.1 g, 0.28 mol), 15 g (0.33 mol) diethylene glycol monoethyl ether and 31.g (0.31 mol) N,N'-dicyclohexylcarbodiimide are heated for 24 hours at 100°-110° C. After cooling, the mixture is extracted with ether and dried. Evaporation of the reaction mixture and flash chromatography of the residue yields 12.6 g (30%) of phenolic ether.

Workup

  1. temperatureAfter cooling
  2. extractionthe mixture is extracted with ether
  3. customdried
  4. customEvaporation of the reaction mixture and flash chromatography of the residue
  5. customyields 12.6 g (30%) of phenolic ether

Sources & evidence

ORD record
ord-bc0da64991b841108ca8c3b7ec108709
Source dataset
uspto-grants-1997_07
Patent number
US05648196

Reaction notes

Loading…