Ethyl Acrylate → ethyl (1H-1,2,3-triazol-1-yl)propanoate

HRID 454204Notes

Reaction equation

HRID 454204 reaction equation
[NH:1]1[CH:5]=[CH:4][N:3]=[N:2]1.[C:6]([O:10][CH2:11][CH3:12])(=[O:9])[CH:7]=[CH2:8]>N1C=CC=CC=1>[N:1]1([CH:7]([CH3:8])[C:6]([O:10][CH2:11][CH3:12])=[O:9])[CH:5]=[CH:4][N:3]=[N:2]1

Participants

4

Reactant 2

HCID 8821Ethyl AcrylateHCID 178418936HCID 178418936, compound

Product 1

HCID 14196987ethyl (1H-1,2,3-triazol-1-yl)propanoateYield 73.2%

Reagents, catalysts & solvents 1

HCID 1049PyridineCatalyst

Conditions

Temperature
90 °C

Procedure

A mixture of 1,2,3-triazole (5 g, 72.4 mmol) and ethyl acrylate (7.8 ml, 72.4 mmol) containing pyridine (50 drops) was heated at 90° C. for 4 hours. After cooling, the volatiles were removed under vacuum and the residue was purified by column chromatography eluting with methylene chloride/ether to give ethyl (1H-1,2,3-triazol-1-yl)propanoate (8.96 g, 73%).

Workup

  1. temperatureAfter cooling
  2. customthe volatiles were removed under vacuum
  3. customthe residue was purified by column chromatography
  4. washeluting with methylene chloride/ether

Sources & evidence

ORD record
ord-c1eba8d16cb7437bb2a279d425e14a2a
Source dataset
uspto-grants-2013_07
Patent number
US08492560B2

Reaction notes

Loading…