Ethanolamine → 3-(2-Hydroxyethylamino)-but-2-enoic acid methyl ester

HRID 1255

Reaction equation

[CH2:1]([CH2:3][NH2:4])[OH:2].[C:5]([O:11][CH3:12])(=[O:10])[CH2:6][C:7]([CH3:9])=O>>[CH3:12][O:11][C:5](=[O:10])[CH:6]=[C:7]([NH:4][CH2:3][CH2:1][OH:2])[CH3:9]

Participants

Reactant 2

HCID 700Ethanolamine

HCID 7757Methyl acetoacetate

Product 1

HCID 854437083-(2-Hydroxyethylamino)-but-2-enoic acid methyl esterYield 91.2%

Procedure

To an ice-cooled sample of ethanolamine (6.1 g) was added methyl acetoacetate (11.6 g) dropwise. Compound (XXIII 14.5 g) was formed within 30 min (U.S. Pat. No. 1102800).

Sources & evidence

ORD record: ord-69d79d7234c34dfc9b1df959b118c003
Source dataset: uspto-grants-1998_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05723618

Linked notes

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