Water → 4-Formyl-1H-pyrrole-2-carboxylic acid

HRID 1372382Notes

Reaction equation

HRID 1372382 reaction equation
C([O:3][C:4]([C:6]1[NH:7][CH:8]=[C:9]([CH:11]=[O:12])[CH:10]=1)=[O:5])C.[OH-].[K+].O>CO>[CH:11]([C:9]1[CH:10]=[C:6]([C:4]([OH:5])=[O:3])[NH:7][CH:8]=1)=[O:12]

Participants

5

Reactant 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 321486Ethyl 4-formyl-1H-pyrrole-2-carboxylate

Product 1

HCID 137808134-Formyl-1H-pyrrole-2-carboxylic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Refluxing 4-formyl-1H-pyrrole-2-carboxylic acid ethyl ester in 2 equivalents of potassium hydroxide in methanol:water followed by acidification to pH 3 at 0° C. gave 4-formyl-1H-pyrrole-2-carboxylic acid as a solid. MS m/z 140 [M+1].

Workup

  1. customfollowed by acidification to pH 3 at 0° C.

Sources & evidence

ORD record
ord-294ab075876c4ab993434559dc34e9e1
Source dataset
uspto-grants-2007_01
Patent number
US07157577B2

Reaction notes

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