Hydrochloric Acid → 4-chloro-1-methyl-1H-pyrrole-2-carboxylic acid
Reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:8]([O:10]C)=[O:9])[N:5]([CH3:7])[CH:6]=1.[OH-].[Na+].Cl>CO>[Cl:1][C:2]1[CH:3]=[C:4]([C:8]([OH:10])=[O:9])[N:5]([CH3:7])[CH:6]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of methyl 4-chloro-1-methyl-1H-pyrrole-2-carboxylate (130 mg, 0.75 mmol) in MeOH (4 mL), aq. 1N NaOH (3 mL) was added. After being stirred at room temperature overnight, the mixture was acidified with 1N HCl to pH 1-2. The product was extracted with EtOAc. The EtOAc phase was separated, dried over Na2SO4, concentrated in vacuo to give 4-chloro-1-methyl-1H-pyrrole-2-carboxylic acid as a solid (111 mg).
Workup
- extractionThe product was extracted with EtOAc
- customThe EtOAc phase was separated
- dry with materialdried over Na2SO4
- concentrationconcentrated in vacuo
Sources & evidence
- ORD record
- ord-298fa2632a1a4da1b37c4f0d03044366
- Source dataset
- uspto-grants-2013_01
- Patent number
- US08349873B2
Reaction notes
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