Adipic Acid → HCID 20466974, compound

HRID 2305980Notes

Reaction equation

HRID 2305980 reaction equation
[C:1]([OH:10])(=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5][C:6]([OH:8])=[O:7].[OH:11][CH2:12][CH:13]([CH2:15][OH:16])[OH:14]>>[C:1]([OH:10])(=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5][C:6]([OH:8])=[O:7].[OH:11][CH2:12][CH:13]([CH2:15][OH:16])[OH:14]

Participants

3

Reactant 2

HCID 196Adipic Acid2×HCID 753Glycerol2×

Product 1

HCID 20466974HCID 20466974, compound

Conditions

Temperature
75 °C

Procedure

To a 1-liter heated resin kettle equipped with agitator, thermometer, condenser and Dean Stark trap, 168 g glycerin (5.48 equivalents) was added and heated to 70-80° C. Under agitation, 400 g adipic acid (5.48 equivalents) was added in shots. The batch of glycerin and adipic acid was heated to 150-200° C. and water removed at atmospheric pressure using a Dean Stark trap. Water was continuously removed from the Dean Stark trap as it distilled over. The temperature that the water began to distill was 150-160° C. The amount of water collected was 50 g, which is 51% of theoretical (98.6 g). Gelation began to occur after about 73% of the water was removed (72 g of water in this case).

Workup

  1. temperatureTo a 1-liter heated resin kettle
  2. customequipped with agitator
  3. customwater removed at atmospheric pressure
  4. customWater was continuously removed from the Dean Stark trap as it
  5. distillationdistilled over
  6. distillationto distill
  7. customwas 150-160° C
  8. customThe amount of water collected
  9. customwas removed (72 g of water in this case)

Sources & evidence

ORD record
ord-e2401b296a7a4b898b1325b722e03913
Source dataset
uspto-grants-2002_08
Patent number
US06441126B1

Reaction notes

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