Hydrochloric Acid → 5-formyl-1-methyl-1H-pyrrole-3-carboxylic acid

HRID 1181792Notes

Reaction equation

HRID 1181792 reaction equation
[CH:1]([C:3]1[N:7]([CH3:8])[CH:6]=[C:5]([C:9]([O:11]C)=[O:10])[CH:4]=1)=[O:2].[OH-].[Na+].Cl>CO>[CH:1]([C:3]1[N:7]([CH3:8])[CH:6]=[C:5]([C:9]([OH:11])=[O:10])[CH:4]=1)=[O:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 14173855methyl 5-formyl-1-methyl-1H-pyrrole-3-carboxylate

Product 1

HCID 450837795-formyl-1-methyl-1H-pyrrole-3-carboxylic acidYield 87.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

methyl 5-formyl-1-methyl-1H-pyrrole-3-carboxylate (0.5 g) dissolved in methanol (5 ml) was treated with 10% aqueous sodium hydroxide (5 ml) at 50° C. for 2 hours. Reaction cooled, acidified with 10% aqueous hydrochloric acid, and extracted with ethyl acetate. Ethyl acetate layer dried, and concentrated to give pure desired acid (0.4 g).

Workup

  1. customReaction
  2. temperaturecooled
  3. extractionextracted with ethyl acetate
  4. dry with materialEthyl acetate layer dried
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-21876a9b8e474860a91f79a34db556f2
Source dataset
uspto-grants-2007_10
Patent number
US07285558B2

Reaction notes

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