Ethanolamine → HCID 57267041, compound

HRID 23968Notes

Reaction equation

HRID 23968 reaction equation
[C:1]1(=[O:7])O[C:4](=[O:5])[CH:3]=[CH:2]1.C(C[NH2:11])O.[C:12]([O:15][C:16](=[O:18])[CH3:17])(=O)[CH3:13].C([O-])(=O)C.[Na+].C([O-])([O-])=O.[K+].[K+]>CC(C)=O.C(O)(=O)C>[C:16]([O:15][CH2:12][CH2:13][C:2]1[C:1]([NH:11][C:4](=[O:5])[CH:3]=1)=[O:7])(=[O:18])[CH3:17]

Participants

8

Reactant 5

HCID 700EthanolamineHCID 7918Acetic AnhydrideHCID 7923Maleic AnhydrideHCID 11430Potassium CarbonateHCID 517045Sodium Acetate

Product 1

HCID 57267041HCID 57267041, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 180AcetoneSolvent

Procedure

Maleic anhydride (172.32 g, 1.75 mol) was added to ethanolamine (107.34 g, 1.75 mol) and dissolved in 500 mL of acetone while stirring overnight in an ice bath. To the solution, 400 mL of acetic anhydride (4.23 mol) was added with sodium acetate (144 g, 1.75 mol). The solution was heated to 80 C and stirred for 1 hour. The contents were poured into ice water and the acetic acid neutralized with K2CO3. The product was extracted with methylene chloride and then dried using magnesium sulfate. The product was purified by sublimation yielding white crystals, m.p. 76° C. (44.1 g, 13.45%).

Workup

  1. temperatureThe solution was heated to 80 C
  2. stirringstirred for 1 hour
  3. extractionThe product was extracted with methylene chloride
  4. customdried
  5. customThe product was purified by sublimation
  6. customyielding white crystals, m.p. 76° C. (44.1 g, 13.45%)

Sources & evidence

ORD record
ord-5f717293ced543b9a3f0f746b5bde313
Source dataset
uspto-grants-2005_02
Patent number
US06855745B2

Reaction notes

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