Ethanolamine → Hydroxyethylphthalimide

HRID 1981055Notes

Reaction equation

HRID 1981055 reaction equation
[C:1]1(=O)[O:6][C:4](=[O:5])[C:3]2=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]12.[CH2:12]([CH2:14][NH2:15])O.[OH2:16]>>[OH:6][CH2:1][CH2:2][C:10]1[CH:9]=[CH:8][CH:7]=[C:3]2[C:4]([NH:15][C:14](=[O:16])[C:12]=12)=[O:5]

Participants

4

Reactant 3

HCID 700EthanolamineHCID 962WaterHCID 6811Phthalic Anhydride

Product 1

HCID 21422946Hydroxyethylphthalimide

Procedure

888 g (6 mols) of phthalic anhydride are added in portions to 412.5 g of 98% strength ethanolamine (6.6 mols), and the mixture is heated in the course of 2 hours from 110° to 190° C., until 114 g of water have been distilled off. Excess ethanolamine is then removed under reduced pressure down to 145° C./0.1 mbar. The yield is quantitative: 1,145 g.

Workup

  1. distillationhave been distilled off
  2. customExcess ethanolamine is then removed under reduced pressure down to 145° C./0.1 mbar

Sources & evidence

ORD record
ord-29e5c180b5ea421e8a62b93fcfe737c1
Source dataset
uspto-grants-1985_04
Patent number
US04511722

Reaction notes

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