Potassium Hydroxide → 5-formyl-4-methyl-1H-pyrrole-2-carboxylic Acid
Reaction equation
C([O:3][C:4]([C:6]1[NH:7][C:8]([CH:12]=[O:13])=[C:9]([CH3:11])[CH:10]=1)=[O:5])C.[OH-].[K+]>O.C(O)C>[CH:12]([C:8]1[NH:7][C:6]([C:4]([OH:5])=[O:3])=[CH:10][C:9]=1[CH3:11])=[O:13]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 100 °C
Procedure
To a solution of 5-formyl-4-methyl-1H-pyrrole-2-carboxylic acid ethyl ester (0.8 g, 4.4 mmol) in 35 mL of water and 15 mL of ethanol was added potassium hydroxide (0.5 g, 8.9 mmol). The reaction mixture was heated to 100° C. for 1 h, cooled to room temperature, and evaporated ethanol. The water layer was acidified to pH=3 using 2N hydrogen chloride solution. The precipitate was filtered and washed with water to afford 0.67 g (68%) of 5-formyl-4-methyl-1H-pyrrole-2-carboxylic acid as a tan solid.
Workup
- temperaturecooled to room temperature
- customevaporated ethanol
- filtrationThe precipitate was filtered
- washwashed with water
Sources & evidence
- ORD record
- ord-dabd1b64f111453a9fb7fd3c1cd731c7
- Source dataset
- uspto-grants-2003_07
- Patent number
- US06599902B2
Reaction notes
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