Ethanol → HCID 18424176, compound

HRID 1606148Notes

Reaction equation

HRID 1606148 reaction equation
ClC1C=CC(CC2N(C)C(C(C)C(O)=O)=CC=2)=CC=1.[Cl:20][C:21]1[CH:41]=[CH:40][C:24]([C:25]([C:27]2[N:31]([CH3:32])[C:30]([CH:33]([CH3:39])[C:34]([O:36]CC)=[O:35])=[CH:29][CH:28]=2)=[O:26])=[CH:23][CH:22]=1.[OH-].[Na+].C(O)C>O>[Cl:20][C:21]1[CH:41]=[CH:40][C:24]([C:25]([C:27]2[N:31]([CH3:32])[C:30]([CH:33]([CH3:39])[C:34]([OH:36])=[O:35])=[CH:29][CH:28]=2)=[O:26])=[CH:23][CH:22]=1

Participants

6

Reactant 4

HCID 702EthanolHCID 14798Sodium HydroxideHCID 18424383HCID 18424383, compoundHCID 53943990HCID 53943990, compound

Product 1

HCID 18424176HCID 18424176, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

5-(p-Chlorobenzyl)-α-methyl-1-methylpyrrole-2-acetic acid: 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.

Workup

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

Sources & evidence

ORD record
ord-eb5186f577d74403b4ab807a448d78a4
Source dataset
uspto-grants-1976_04
Patent number
US03952012

Reaction notes

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