Sodium Hydroxide → HCID 12897084, compound

HRID 894066Notes

Reaction equation

HRID 894066 reaction equation
[CH3:1][C:2]1[C:3]([C:15]([O:17]CC)=[O:16])=[CH:4][NH:5][C:6]=1[C:7](=[O:14])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[OH-].[Na+]>CO>[CH3:1][C:2]1[C:3]([C:15]([OH:17])=[O:16])=[CH:4][NH:5][C:6]=1[C:7](=[O:14])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 12897083HCID 12897083, compound

Product 1

HCID 12897084HCID 12897084, compoundYield 88.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Ethyl 4-methyl-5-benzoylpyrrole-3-carboxylate (0.8 g.) was combined with 20 ml. of methanol and 15 ml. of 1 N sodium hydroxide and boiled in an open flask for 1.5 hours on a steam bath. The aqueous residue was cooled, extracted with 10 ml. of ether, and acidified with conc. hydrochloric acid to yield crystalline 4-methyl-5-benzoylpyrrole-3-carboxylic acid (630 mg., m.p. 241°-243° C., m/e 229).

Workup

  1. temperatureThe aqueous residue was cooled
  2. extractionextracted with 10 ml

Sources & evidence

ORD record
ord-519c74d015bd48028ea3af3025111cda
Source dataset
uspto-grants-1981_08
Patent number
US04282242

Reaction notes

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