Sodium Hydroxide → HCID 12897057, compound

HRID 1980917Notes

Reaction equation

HRID 1980917 reaction equation
C[C:2]1[NH:3][C:4]([C:10](=[O:18])[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[CH3:17])=[CH:5][C:6]=1[C:7]([OH:9])=[O:8].[OH-].[Na+]>CO>[CH3:17][C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=1[C:10]([C:4]1[NH:3][CH:2]=[C:6]([C:7]([OH:9])=[O:8])[CH:5]=1)=[O:18]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 53752259HCID 53752259, compound

Product 1

HCID 12897057HCID 12897057, compoundYield 117.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl 5-(2-methylbenzoyl)pyrrole-3-carboxylic acid (3.6 g.) was combined with 40 ml. of methanol and 40 ml. of 1N sodium hydroxide, refluxed for 2.5 hours, the methanol evaporated, the aqueous residue diluted with approximately one volume of water and extracted with ether. The aqueous phase was cooled and acidified with conc. hydrochloric acid to yield crude product (4.0 g.), recovered by filtration. Recrystallization from methanol afforded purified 5-(2-methylbenzoyl)pyrrole-3-carboxylic acid (2.2 g., m.p. 280°-282° C.).

Workup

  1. customthe methanol evaporated
  2. additionthe aqueous residue diluted with approximately one volume of water
  3. extractionextracted with ether
  4. temperatureThe aqueous phase was cooled

Sources & evidence

ORD record
ord-0a67a36b13cf4a93af16479f6d9862bd
Source dataset
uspto-grants-1985_04
Patent number
US04511575

Reaction notes

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