Reaction equation
[S:1]1[CH:5]=[CH:4][C:3]([C:6]([OH:8])=[O:7])=[CH:2]1.S(=O)(=O)(O)O.[CH3:14]O>>[CH3:14][O:7][C:6]([C:3]1[CH:4]=[CH:5][S:1][CH:2]=1)=[O:8]Participants
4
Procedure
To a solution of 3-thiophene carboxylic acid (2.0 g, 15.60 mmol) in methanol (30 ml) was added a catalytic amount of sulphuric acid (0.5 ml) and the reaction mixture was heated to reflux for 2 hr. The solvent was removed under reduced pressure and the residue was poured into ice-cold water and extracted with ethyl acetate. The organic layer was washed with water, concentrated and dried to give 3-thiophene carboxylic acid methyl ester (1.8 g, 81%).
Workup
- temperaturethe reaction mixture was heated
- temperatureto reflux for 2 hr
- customThe solvent was removed under reduced pressure
- additionthe residue was poured into ice-cold water
- extractionextracted with ethyl acetate
- washThe organic layer was washed with water
- concentrationconcentrated
- customdried
Sources & evidence
- ORD record
- ord-10910fa6af4a4957abcc8aa7951d8f77
- Source dataset
- uspto-grants-2013_07
- Patent number
- US08486962B2
Linked notes
Loading…