Hydrochloric Acid → HCID 12897074, compound

HRID 1981013Notes

Reaction equation

HRID 1981013 reaction equation
[C:1]1([CH2:7][C:8]([C:10]2[NH:14][CH:13]=[C:12]([C:15]([O:17]C)=[O:16])[CH:11]=2)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[Na+].Cl>CO>[C:1]1([CH2:7][C:8]([C:10]2[NH:14][CH:13]=[C:12]([C:15]([OH:17])=[O:16])[CH:11]=2)=[O:9])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 12897073HCID 12897073, compound

Product 1

HCID 12897074HCID 12897074, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

All of the methyl 5-phenylacetylpyrrole-3-carboxylate prepared by Example 80 was boiled with methanol (20 ml.) and 1N sodium hydroxide (15 ml.) for 90 minutes. The aqueous residue was cooled, acidified with conc. hydrochloric acid, and crude product (1.2 g.) recovered by filtration. Chromatography on 30 g. of silica gel, employing ethyl acetate-1/hexane-5/5% acetic acid as eluant, gave, on evaporation of the initial, ultraviolet absorbing fractions, purified 5-phenylacetylpyrrole-3-carboxylic acid (470 mg., m.p. 205°-207° C., m/e 229).

Workup

  1. temperatureThe aqueous residue was cooled
  2. filtrationrecovered by filtration
  3. customgave, on evaporation of the initial, ultraviolet
  4. customabsorbing fractions
  5. custompurified 5-phenylacetylpyrrole-3-carboxylic acid (470 mg., m.p. 205°-207° C., m/e 229)

Sources & evidence

ORD record
ord-3a7e1a73dc264017bd7a33834286a014
Source dataset
uspto-grants-1985_04
Patent number
US04511576

Reaction notes

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