Diethylene Glycol Monomethyl Ether → HCID 20297506, compound

HRID 1389021Notes

Reaction equation

HRID 1389021 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[O:13][N:12]=[CH:11][C:10]=1[C:14](Cl)=[O:15].[CH3:17][O:18][CH2:19][CH2:20][O:21][CH2:22][CH2:23][OH:24]>>[CH3:17][O:18][CH2:19][CH2:20][O:21][CH2:22][CH2:23][O:24][C:14]([C:10]1[CH:11]=[N:12][O:13][C:9]=1[C:3]1[CH:4]=[CH:5][C:6]([Cl:8])=[CH:7][C:2]=1[Cl:1])=[O:15]

Participants

3

Reactant 2

HCID 8134Diethylene Glycol Monomethyl EtherHCID 202974945-(2,4-Dichlorophenyl)-4-isoxazolecarbonyl chloride

Product 1

HCID 20297506HCID 20297506, compoundYield 96%

Procedure

5-(2',4'-Dichlorophenyl)-4-isoxazolecarbonyl chloride (2.0 g.; 0.007 mol.) was covered with 2-(2'-methoxyethoxy) ethanol and the solution was heated on a steam cone for 2 hours. After esterification, the excess 2-(2'-methoxyethoxy) ethanol was extracted into water. The insoluble oil was dissolved in ether, dried with anhydrous magnesium sulfate and concentrated to yield 2-(2'-methoxyethoxy)ethyl-5-(2',4'-dichlorophenyl)-4-isoxazolecarboxylate (2.4 g.; 96% yield) as an oil having the following analysis:

Workup

  1. temperaturethe solution was heated on a steam cone for 2 hours
  2. extractionAfter esterification, the excess 2-(2'-methoxyethoxy) ethanol was extracted into water
  3. dissolutionThe insoluble oil was dissolved in ether
  4. dry with materialdried with anhydrous magnesium sulfate
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-924a161eac9a4f0e8f6feb3aac85a4cc
Source dataset
uspto-grants-1981_01
Patent number
US04243406

Reaction notes

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