ChemicalBook CAS DataBase List Pyrrole-3-carboxylic acid

Pyrrole-3-carboxylic acid synthesis

11synthesis methods

Product Name:Pyrrole-3-carboxylic acid
CAS Number:931-03-3
Molecular formula:C5H5NO2
Molecular Weight:111.1

2703-17-5 Synthesis

1H-Pyrrole-3-carboxylic acid, methyl ester (9CI)

2703-17-5
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$15.00/1g

931-03-3
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$7.00/100mg

Yield:-

Reaction Conditions:

with sodium hydroxide in methanol;water

Steps:

40 Pyrrole-3-carboxylic Acid
EXAMPLE 40 Pyrrole-3-carboxylic Acid Methyl pyrrole-3-carboxylate (3 g., 24 mmoles) was combined with 40 ml. of methanol and 40 ml. of 1 N sodium hydroxide and refluxed for 1 hour. The methanol was allowed to evaporate, the aqueous residue was diluted with approximately one volume of water and extracted with ether. The aqueous phase was cooled in an ice-water bath and acidified with conc. hydrochloric acid. A small amount of insoluble material was removed by filtration and the filtrate was extracted three times with ethyl acetate. The combined ethyl acetate extracts were back-washed with water and then with saturated brine, dried over anhydrous sodium sulfate, filtered and evaporated to a gummy solid. Trituration with hexane gave crystalline pyrrole-3-carboxylic acid (1.8 g., m.p. 115°-120° C., m/e 111), recovered by filtration.

References:

Pfizer Inc. US4282242, 1981, A

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