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

HRID 1980953Notes

Reaction equation

HRID 1980953 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-876abd5935df4884a53cd882014b72cd
Source dataset
uspto-grants-1985_04
Patent number
US04511575

Reaction notes

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