Ethanol → HCID 18424176, compound

HRID 1275271Notes

Reaction equation

HRID 1275271 reaction equation
[Cl:1][C:2]1[CH:22]=[CH:21][C:5]([C:6]([C:8]2[N:12]([CH3:13])[C:11]([CH:14]([CH3:20])[C:15]([O:17]CC)=[O:16])=[CH:10][CH:9]=2)=[O:7])=[CH:4][CH:3]=1.[OH-].[Na+].C(O)C>O>[Cl:1][C:2]1[CH:22]=[CH:21][C:5]([C:6]([C:8]2[N:12]([CH3:13])[C:11]([CH:14]([CH3:20])[C:15]([OH:17])=[O:16])=[CH:10][CH:9]=2)=[O:7])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 18424383HCID 18424383, compound

Product 1

HCID 18424176HCID 18424176, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 4.05 g. (0.0126 mole) of ethyl 5-(p-chlorobenzoyl)-α-methyl-1-methylpyrrole-2-acetate, 15 ml. of 1N sodium hydroxide solution and 2 ml. of ethanol is refluxed for 30 minutes. The solution is cooled, diluted with water and filtered. The filtrate is acidified with dilute hydrochloric acid. The precipitated solid is collected and recrystallized from methanol-water to give a white crystalline solid, 5-(p-chlorobenzoyl)-α-methyl-1-methylpyrrole-2-acetic acid, m.p. 135-136° C. Analysis: Calcd. for C15H14ClNO3 : C, 61.76; H, 4.83; N, 4.82% Found: C, 61.68: H, 4.86; N, 4.89%

Workup

  1. temperatureThe solution is cooled
  2. filtrationfiltered
  3. customThe precipitated solid is collected
  4. customrecrystallized from methanol-water

Sources & evidence

ORD record
ord-5360a2d5d52b4fda9f8446ea2d77690a
Source dataset
uspto-grants-2000_12
Patent number
US06160003

Reaction notes

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