Ethanolamine → N-(2-hydroxyethyl)-aminobutyric acid

HRID 355431

Reaction equation

HRID 355431 reaction equation
[C:1]([OH:6])(=[O:5])/[CH:2]=[CH:3]/[CH3:4].[CH2:7]([CH2:9][NH2:10])[OH:8]>N1C=CC=CC=1>[OH:8][CH2:7][CH2:9][NH:10][CH:2]([CH2:3][CH3:4])[C:1]([OH:6])=[O:5]

Participants

4

Reactant 2

HCID 700EthanolamineHCID 637090Crotonic Acid

Product 1

HCID 18780751N-(2-hydroxyethyl)-aminobutyric acid

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of 86 g of crotonic acid (1 mole) and ethanol-amine (1 mole) in pyridine (200 ml) is refluxed for 2-3 hours and subsequently cooled. The resulting produce is filtered and recrystallized to yield the title compound having m.p. 178°-180° C. (compound 1.1, Table 1). Following analogous procedure, the compounds 1.2-1.7, 1.10, 1.11, and 1.13-1.15 set forth in Table 1 are obtained.

Workup

  1. temperaturesubsequently cooled
  2. customThe resulting produce
  3. filtrationis filtered
  4. customrecrystallized

Sources & evidence

ORD record
ord-22d0cac6f12f44c898e984e7bb7d1674
Source dataset
uspto-grants-1998_11
Patent number
US05830919

Linked notes

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