Water → Carbonic acid, bis[2-(dimethylamino)ethyl] ester

HRID 2293818Notes

Reaction equation

HRID 2293818 reaction equation
O.[C:2](=[O:7])([O:5][CH3:6])[O:3][CH3:4].[OH-].[K+].[CH3:10][N:11]([CH3:15])[CH2:12]CO>CO>[CH3:10][N:11]([CH2:15][CH2:4][O:3][C:2](=[O:7])[O:5][CH2:6][CH2:10][N:11]([CH3:15])[CH3:12])[CH3:12]

Participants

6

Reactant 4

HCID 962WaterHCID 79022-(Dimethylamino)ethanolHCID 12021Dimethyl CarbonateHCID 14797Potassium Hydroxide

Product 1

HCID 76417Carbonic acid, bis[2-(dimethylamino)ethyl] ester

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
80 °C

Procedure

Into a flask equipped with a reflux cooler, a water separator and a dropping funnel, there were charged 113.5 grams (1.25 moles) of dimethyl carbonate. The substance was heated to 80° C. A solution of 1.4 grams (0.025 moles) of potassium hydroxide in 225.0 grams (2.5 moles) of dimethylethanolamine was then added in drops over a period of 30 minutes. The methanol formed during the reaction was removed by azeotropic distillation using cyclohexane as an entraining agent.

Workup

  1. customInto a flask equipped with a reflux cooler
  2. customwas removed by azeotropic distillation

Sources & evidence

ORD record
ord-1627d0d1860e45329313868ba9150fb7
Source dataset
uspto-grants-1997_11
Patent number
US05686643

Reaction notes

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