2-Thiazoleacrylic acid → 3-(2-Thiazolyl)propionic acid
Reaction equation
[S:1]1[CH:5]=[CH:4][N:3]=[C:2]1[CH:6]=[CH:7][C:8]([OH:10])=[O:9]>C(O)C.[Pd]>[S:1]1[CH:5]=[CH:4][N:3]=[C:2]1[CH2:6][CH2:7][C:8]([OH:10])=[O:9]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
Mix and suspend 3-thiazol-2-yl-acrylic acid (580 mg, 3.74 mmol) and 5% Pd/C (270 mg) in ethanol (200 mL). Purge the mixture with nitrogen. Then purge with hydrogen for 30 minutes and stir under 1 atmosphere of hydrogen for 6 hours. Filter the reaction mixture through Celite® and wash the filter cake with additional ethanol. Concentrate the filtrate to afford 550 mg (94%) of 3-thiazol-2-yl-propionic acid as a white solid. MS: m/e=158 (MH+).
Workup
- additionMix
- customPurge the mixture with nitrogen
- customThen purge with hydrogen for 30 minutes
- filtrationFilter the reaction mixture through Celite®
- washwash the filter cake with additional ethanol
- concentrationConcentrate the filtrate
Sources & evidence
- ORD record
- ord-c4b0121387b140dcbd9640dfe737554d
- Source dataset
- uspto-grants-2007_09
- Patent number
- US07265246B2
Reaction notes
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