Ethylene Glycol → HCID 53987780, compound

HRID 1579734Notes

Reaction equation

HRID 1579734 reaction equation
Cl[CH2:2][N:3]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C:4]([N:6]([CH3:8])[CH3:7])=[O:5].[CH2:15]([OH:18])[CH2:16][OH:17].C(N(CC)CC)C>C(OCC)(=O)C>[OH:17][CH2:16][CH2:15][O:18][CH2:2][N:3]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C:4]([N:6]([CH3:8])[CH3:7])=[O:5]

Participants

5

Reactant 3

HCID 174Ethylene GlycolHCID 8471TriethylamineHCID 21398151HCID 21398151, compound

Product 1

HCID 53987780HCID 53987780, compoundYield 99.9%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

212 g (1 mole) of 1-chloromethyl-1-phenyl-3,3-dimethylurea were dissolved in 100 ml of anhydrous ethyl acetate and 63 g (1.0 mole) of ethylen glycol and 60 g (1.0 mole) of triethylamine were added dropwise whilst cooling with ice. After stirring for 2 hours at 10° to 15°C, the triethylamine hydrochloride used was filtered off and the solvent was distilled off. 238 g of 1-β-hydroxyethoxymethyl-1-phenyl-3,3-dimethylurea were obtained as an oil, in quantitative yield.

Workup

  1. temperaturewhilst cooling with ice
  2. filtrationthe triethylamine hydrochloride used was filtered off
  3. distillationthe solvent was distilled off

Sources & evidence

ORD record
ord-c420b03c434e4eb8b5baa31e68004e8e
Source dataset
uspto-grants-1976_01
Patent number
US03931311

Reaction notes

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