Sodium Hydroxide → HCID 12897098, compound

HRID 1981030Notes

Reaction equation

HRID 1981030 reaction equation
[Cl:1][C:2]1[CH:19]=[CH:18][C:5]([O:6][C:7]2[CH:8]=[C:9]([C:12]([O:14]CCO)=[O:13])[NH:10][CH:11]=2)=[CH:4][CH:3]=1.[OH-].[Na+]>CC(C)=O>[Cl:1][C:2]1[CH:19]=[CH:18][C:5]([O:6][C:7]2[CH:8]=[C:9]([C:12]([OH:14])=[O:13])[NH:10][CH:11]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 20400896HCID 20400896, compound

Product 1

HCID 12897098HCID 12897098, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

2-Hydroxyethyl 4-(4-chlorophenoxy)pyrrole-2-carboxylate (400 mg.) was dissolved in 10 ml. of acetone and 10 ml. of 1N sodium hydroxide and left to stand at room temperature for approximately 16 hours. Acetone was evaporated in vacuo, the aqueous residue was acidified with conc. hydrochloric acid and crystalline product (320 mg.) recovered by filtration. Recrystallization from ether/hexane of 400 mg. of product prepared in this manner afforded purified 4-(4-chlorophenoxy)pyrrole-2-carboxylic acid (234 mg., m.p. 188°-190° C., m/e 237).

Workup

  1. customAcetone was evaporated in vacuo
  2. filtrationrecovered by filtration
  3. customRecrystallization from ether/hexane of 400 mg
  4. customof product prepared in this manner
  5. customafforded
  6. custompurified 4-(4-chlorophenoxy)pyrrole-2-carboxylic acid (234 mg., m.p. 188°-190° C., m/e 237)

Sources & evidence

ORD record
ord-81d9af303243478fb5edb6e1aab68f61
Source dataset
uspto-grants-1985_04
Patent number
US04511576

Reaction notes

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