Sodium Hydroxide → HCID 12897065, compound

HRID 1981003Notes

Reaction equation

HRID 1981003 reaction equation
[Cl:1][C:2]1[CH:19]=[CH:18][C:5]([C:6]([C:8]2[NH:12][CH:11]=[C:10]([C:13]([O:15]CC)=[O:14])[CH:9]=2)=[O:7])=[CH:4][CH:3]=1.[OH-].[Na+]>CO>[Cl:1][C:2]1[CH:19]=[CH:18][C:5]([C:6]([C:8]2[NH:12][CH:11]=[C:10]([C:13]([OH:15])=[O:14])[CH:9]=2)=[O:7])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 20401026HCID 20401026, compound

Product 1

HCID 12897065HCID 12897065, compoundYield 87.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Ethyl 5-(4-chlorobenzoyl)pyrrole-3-carboxylate (0.7 g.) was combined with 20 ml. of methanol and 15 ml. of 1N sodium hydroxide and boiled in an open flask for 1 hour. Most of the methanol evaporated. The mixture was diluted to 40 ml. with water, treated with activated charcoal, and acidified to yield 5-(4-chlorobenzoyl)pyrrole-3-carboxylic acid [550 mg., m.p. 278°-280° C. (dec)]. Recrystallization from 1:1 methanol-acetone gave two crops of purified product [385 mg., m.p. 280°-282° C. (dec)].

Workup

  1. customMost of the methanol evaporated
  2. additionThe mixture was diluted to 40 ml
  3. additionwith water, treated with activated charcoal

Sources & evidence

ORD record
ord-336d897750044ffe82739f063ddac271
Source dataset
uspto-grants-1985_04
Patent number
US04511576

Reaction notes

Loading…