Ethanol → HCID 18424176, compound

HRID 1585593Notes

Reaction equation

HRID 1585593 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-3fa4030fc4a4449e8384c145f4865271
Source dataset
uspto-grants-1999_08
Patent number
US05939417

Reaction notes

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