Adipic Acid → Hexanedioic acid--2,2'-azanediyldi(ethan-1-ol) (1/1)

HRID 2254999Notes

Reaction equation

HRID 2254999 reaction equation
[C:1]([OH:10])(=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5][C:6]([OH:8])=[O:7].[NH:11]([CH2:15][CH2:16][OH:17])[CH2:12][CH2:13][OH:14]>O>[NH:11]([CH2:15][CH2:16][OH:17])[CH2:12][CH2:13][OH:14].[C:1]([OH:10])(=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5][C:6]([OH:8])=[O:7]

Participants

4

Reactant 2

HCID 196Adipic AcidHCID 8113Diethanolamine

Product 1

HCID 6451672Hexanedioic acid--2,2'-azanediyldi(ethan-1-ol) (1/1)

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

Equimolar amounts of adipic acid and diethanolamine were heated and stirred in a closed reaction flask. Dry nitrogen was constantly bubbled through the reaction mixture to remove water vapor, which was condensed and collected in a Barrett trap. When about 1.1 to 1.5 moles of water (based on 1 mole of adipic acid and 1 mole of diethanolamine) had been collected, the reaction was stopped by cooling the mixture. The resulting condensate was diluted with water and used in the examples below.

Workup

  1. customDry nitrogen was constantly bubbled through the reaction mixture
  2. customto remove water vapor, which
  3. customcondensed
  4. customcollected in a Barrett trap
  5. temperatureby cooling the mixture

Sources & evidence

ORD record
ord-3ccd16d8dc4947a8849dc705c9555cba
Source dataset
uspto-grants-1993_08
Patent number
US05238736

Reaction notes

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