Diethanolamine → 2-Oxazolidinone, 3-(2-hydroxyethyl)-

HRID 2107318Notes

Reaction equation

HRID 2107318 reaction equation
[C:1](=[O:6])([O:4][CH3:5])OC.[NH:7]([CH2:11]CO)[CH2:8][CH2:9][OH:10]>>[OH:10][CH2:9][CH2:8][N:7]1[CH2:11][CH2:5][O:4][C:1]1=[O:6]

Participants

3

Reactant 2

HCID 8113DiethanolamineHCID 12021Dimethyl Carbonate

Product 1

HCID 768872-Oxazolidinone, 3-(2-hydroxyethyl)-

Procedure

In a preferred embodiment of this invention, equimolar amounts of dimethyl carbonate and diethanolamine are mixed and heated to reflux. The mixture is maintained at reflux until essentially all of the reactants are consumed as measured by gas chromatography. The product mixture consists of methanol and 3-(2-hydroxyethyl)-2-oxazolidinone. The methanol is removed by distillation leaving essentially pure 3-(2-hydroxyethyl)-2-oxazolidinone as confirmed by gas chromatography.

Workup

  1. temperatureheated to reflux
  2. temperatureThe mixture is maintained
  3. temperatureat reflux until essentially all of the reactants
  4. customare consumed
  5. customThe methanol is removed by distillation

Sources & evidence

ORD record
ord-ac3fc9f9198f4d7eb0746d08353df771
Source dataset
uspto-grants-1990_06
Patent number
US04933462

Reaction notes

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