2-Amino-2-ethyl-1,3-propanediol → HCID 19904550, compound

HRID 2372504Notes

Reaction equation

HRID 2372504 reaction equation
[NH2:1][C:2]([CH2:7][CH3:8])([CH2:5][OH:6])[CH2:3][OH:4].[CH3:9][C:10]1[C:11]([O:13][C:14](=O)[C:15]=1[CH3:16])=[O:12]>O>[OH:4][CH2:3][C:2]([N:1]1[C:11](=[O:12])[C:10]([CH3:9])=[C:15]([CH3:16])[C:14]1=[O:13])([CH2:5][OH:6])[CH2:7][CH3:8]

Participants

4

Reactant 2

HCID 82822-Amino-2-ethyl-1,3-propanediolHCID 13010Dimethylmaleic anhydride

Product 1

HCID 19904550HCID 19904550, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
70 °C

Procedure

2-amino-2-ethyl-1,3-propanediol (I-a) (297.9 grams, 2.50 moles) is charged to a reactor and heated to 70° C. under nitrogen. Then, 315.0 grams (2.50 moles) of 2,3-dimethylmaleic anhydride (DMMA) (II-a) is added portionwise with stirring to the reactor. The material is heated to a sufficient temperature (110°-130° C.) to drive off the water of condensation which is collected in a Dean-Stark trap. Once the theoretical amount of water is collected the product is isolated by vacuum distillation (167°-176° C. at 3 mm Hg). This product is used as an intermediate for the formation of polyurethanes and polyesters as will be described in succeeding examples.

Workup

  1. temperatureThe material is heated to a sufficient temperature (110°-130° C.)
  2. customis collected in a Dean-Stark trap
  3. customOnce the theoretical amount of water is collected the product
  4. customis isolated by vacuum distillation (167°-176° C. at 3 mm Hg)

Sources & evidence

ORD record
ord-64721433299043f1bbb4ab4515179ea0
Source dataset
uspto-grants-1992_03
Patent number
US05098982

Reaction notes

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