Sodium Hydroxide → 5-Benzoyl-1-methyl-1h-pyrrole-2-carboxylic acid

HRID 1981035Notes

Reaction equation

HRID 1981035 reaction equation
[CH3:1][N:2]1[C:6]([C:7](=[O:14])[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[CH:5][CH:4]=[C:3]1[C:15]([O:17]C)=[O:16].[OH-].[Na+]>CO>[CH3:1][N:2]1[C:6]([C:7](=[O:14])[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[CH:5][CH:4]=[C:3]1[C:15]([OH:17])=[O:16]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 12897104Methyl 1-Methyl-5-benzoylpyrrole-2-carboxylate

Product 1

HCID 128971035-Benzoyl-1-methyl-1h-pyrrole-2-carboxylic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl 1-methyl-5-benzoylpyrrole-2-carboxylate (0.78 g.) was heated on a steam bath for 1 hour with 40 ml. of 1N sodium hydroxide and 20 ml. of methanol. The reaction mixture was cooled to room temperature, extracted with ether, made acid with conc. hydrochloric acid and 1-methyl-5-benzoylpyrrole-2-carboxylic acid recovered by filtration (0.47 g., m.p. 178°-181° C.). Recrystallization from acetone/hexane afforded product for analysis (0.34 g., m.p. 178°-180° C.).

Workup

  1. extractionextracted with ether
  2. filtrationrecovered by filtration (0.47 g., m.p. 178°-181° C.)
  3. customRecrystallization from acetone/hexane afforded product for analysis (0.34 g., m.p. 178°-180° C.)

Sources & evidence

ORD record
ord-fd7923fb3b404118941a4f359be8f1b7
Source dataset
uspto-grants-1985_04
Patent number
US04511576

Reaction notes

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