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

HRID 1703312Notes

Reaction equation

HRID 1703312 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 1 N 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-9dc2b03ead034c388ddd90235ee73a60
Source dataset
uspto-grants-1982_09
Patent number
US04351843

Reaction notes

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