Ethylene Glycol → Dimethyl Carbonate

HRID 1387212Notes

Reaction equation

HRID 1387212 reaction equation
[CH2:1]([OH:4])[CH2:2][OH:3].[CH2:5](O)[CH2:6][O:7]CCO.[CH3:12][O-:13].[Na+]>CO>[CH2:1]([OH:4])[CH:2]([OH:3])[CH2:5][CH2:6][OH:7].[C:1](=[O:4])([O:13][CH3:12])[O:7][CH3:6]

Participants

6

Reactant 3

HCID 174Ethylene GlycolHCID 8117Diethylene GlycolHCID 10942334Sodium Methoxide

Product 2

HCID 12021Dimethyl CarbonateHCID 183021,2,4-Butanetriol

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Into a 1-liter flask provided with a distilling column, 12 g (0.2 mol) of ethylene glycol, 41 g (0.4 mol) of diethylene glycol, 53 g (0.5 mol) of 1,2,4-butane triol, 450 g (5.0 mol) of dimethyl carbonate and 0.5 g (0.003 mol) of a 28 wt % methanol solution of sodium methoxide were charged, and heated under ordinary pressure at 110 to 150° C. for 8 hours to remove the methanol produced during the reaction from the mixture by evaporation. Thereafter, by elevating the temperature up to 180° C. under reduced pressure, the residual dimethyl carbonate was removed by evaporation.

Sources & evidence

ORD record
ord-c9762c01b6364e4bb73d09fdc7cab060
Source dataset
uspto-grants-2001_07
Patent number
US06268317B1

Reaction notes

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