Sodium Hydroxide → HCID 12897080, compound

HRID 1981018Notes

Reaction equation

HRID 1981018 reaction equation
[CH2:1]([N:3]1[C:7]([C:8](=[O:15])[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:6][C:5]([C:16]([O:18]CC)=[O:17])=[CH:4]1)[CH3:2].[OH-].[Na+]>CO>[CH2:1]([N:3]1[C:7]([C:8](=[O:15])[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:6][C:5]([C:16]([OH:18])=[O:17])=[CH:4]1)[CH3:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 12897079HCID 12897079, compound

Product 1

HCID 12897080HCID 12897080, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The entire batch of ethyl 1-ethyl-5-benzoylpyrrole-3-carboxylate from the preceding Example was taken up in 40 ml. of methanol and 20 ml. of 1N sodium hydroxide, and heated in an open flask on a steam bath for 1 hour. The aqueous residue was cooled, extracted with 20 ml. of ether, and made acidic with conc. hydrochloric acid. 1-Ethyl-5-benzoylpyrrole-3-carboxylic acid (585 mg., m.p. 157°-158° C., m/e 243) was recovered by filtration. For analysis, the product was recrystallized from acetone/hexane (380 mg., m.p. 158°-160° C.).

Workup

  1. temperatureThe aqueous residue was cooled
  2. extractionextracted with 20 ml
  3. filtration1-Ethyl-5-benzoylpyrrole-3-carboxylic acid (585 mg., m.p. 157°-158° C., m/e 243) was recovered by filtration
  4. customFor analysis, the product was recrystallized from acetone/hexane (380 mg., m.p. 158°-160° C.)

Sources & evidence

ORD record
ord-94577610d8e5405faeac54093fb9ef42
Source dataset
uspto-grants-1985_04
Patent number
US04511576

Reaction notes

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