Reaction #1351

ord-69d79d7234c34dfc9b1df959b118c003

Reaction equation

NCCO
ethanolamine
COC(=O)CC(C)=O
methyl acetoacetate
→
COC(=O)C=C(C)NCCO
XXIII
Yield 91.2%
COC(=O)C=C(C)NCCO
3-(2-Hydroxyethylamino)-but-2-enoic acid methyl ester
Yield 91.2%

Reactants

—
ice
NCCO
ethanolamine
COC(=O)CC(C)=O
methyl acetoacetate

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

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).

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05723618uspto-grants-1998_03