Ethanol → 5-Acetyl-1H-pyrrole-3-carboxylic acid ethyl ester
Reaction equation
[C:1]([C:4]1[NH:8][CH:7]=[C:6]([C:9](=[O:14])C(Cl)(Cl)Cl)[CH:5]=1)(=[O:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+].[CH2:21]([OH:23])[CH3:22]>>[CH2:21]([O:23][C:9]([C:6]1[CH:5]=[C:4]([C:1](=[O:3])[CH3:2])[NH:8][CH:7]=1)=[O:14])[CH3:22]Participants
4
Procedure
To a solution of 1-(5-Acetyl-1H-pyrrol-3-yl)-2,2,2-trichloro-ethanone (0.980 g, 3.85 mmol) in ethanol (10 mL), potassium carbonate (0.224 g, 1.62 mmol) was added and the mixture refluxed for 1 h. The mixture was cooled at room temperature and filtred through a celite pad washing with ethanol (50 mL). Organic solvent was evaporated to dryness and the residue dissolved in ethylacetate (15 mL) and washed with water (2×10 mL) and brine (5 mL), dried over sodium sulfate, filtered, and concentered in vacuo to give 0.567 g (81%) of the title compound as a white solid.
Workup
- temperaturethe mixture refluxed for 1 h
- washwashing with ethanol (50 mL)
- customOrganic solvent was evaporated to dryness
- dissolutionthe residue dissolved in ethylacetate (15 mL)
- washwashed with water (2×10 mL) and brine (5 mL)
- dry with materialdried over sodium sulfate
- filtrationfiltered
Sources & evidence
- ORD record
- ord-1e21da1fce644b909d54632b20732b38
- Source dataset
- uspto-grants-2014_07
- Patent number
- US08772280B2
Reaction notes
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