Ethanolamine → HCID 23371354, compound

HRID 1090475Notes

Reaction equation

HRID 1090475 reaction equation
[C:1]1([CH2:7]/[CH:8]=[CH:9]/[CH2:10][O:11][N:12]2C(=O)C3=CC=CC=C3C2=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(CN)O.[C:27]([OH:32])(=[O:31])[C:28]([OH:30])=[O:29]>C(OCC)(=O)C>[C:27]([O-:32])(=[O:31])[C:28]([O-:30])=[O:29].[C:1]1([CH2:7]/[CH:8]=[CH:9]/[CH2:10][O:11][NH3+:12])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:1]1([CH2:7]/[CH:8]=[CH:9]/[CH2:10][O:11][NH3+:12])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 700EthanolamineHCID 971Oxalic AcidHCID 14647055HCID 14647055, compound

Product 1

HCID 23371354HCID 23371354, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Conditions

Temperature
60 °C

Procedure

55.5 g of compound (1) (0.19 mol) were admixed in 190 ml of ethyl acetate with 11.6 g (0.19 mol) of ethanolamine, and the mixture was stirred at 60° C. for 5 hours. After cooling the solution, precipitated N-(hydroxyethyl)phthalimide was filtered off, and a solution of 18.8 g of oxalic acid (0.21 mol) in 30 ml of ethyl acetate was added to the filtrate. The product crystallized out as oxalate.

Workup

  1. temperatureAfter cooling the solution
  2. customprecipitated N-(hydroxyethyl)phthalimide
  3. filtrationwas filtered off
  4. customThe product crystallized out as oxalate

Sources & evidence

ORD record
ord-d45d0e86724447839a1783e326c51710
Source dataset
uspto-grants-1992_01
Patent number
US05081301

Reaction notes

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