Ethanol → HCID 20566121, compound

HRID 1606141Notes

Reaction equation

HRID 1606141 reaction equation
[C:1]([C:11]1[N:15]([CH3:16])[C:14]([CH2:17][C:18]([O:20]C)=[O:19])=[CH:13][CH:12]=1)(=[O:10])[C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][CH:3]=1.[OH-].[Na+].C(O)C>O>[C:1]([C:11]1[N:15]([CH3:16])[C:14]([CH2:17][C:18]([OH:20])=[O:19])=[CH:13][CH:12]=1)(=[O:10])[C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 18424261Methyl [5-(4-methoxybenzoyl)-1-methyl-1H-pyrrol-2-yl]acetate

Product 1

HCID 20566121HCID 20566121, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 3.00 g. (0.0105 mole) of methyl 5-(p-anisoyl)-1-methylpyrrole-2-acetate in 12 ml. (0.012 mole) of 1N sodium hydroxide solution and 5 ml. of 95% ethanol is refluxed for 30 minutes. The solution is diluted with water and the ethanol is evaporated in vacuo. The solution is filtered and the filtrate acidified with dilute hydrochloric acid. The precipitated solid is collected by filtration, dried and recrystallized from methanol-water to give about 2.4 g. (87% yield) of white 5-(p-anisoyl)-1-methylpyrrole-2-acetic acid, m.p. 170°-171°C.

Workup

  1. customthe ethanol is evaporated in vacuo
  2. filtrationThe solution is filtered
  3. filtrationThe precipitated solid is collected by filtration
  4. customdried
  5. customrecrystallized from methanol-water
  6. customto give about 2.4 g

Sources & evidence

ORD record
ord-1cbeb74ccb9c4728ad27a102abc52951
Source dataset
uspto-grants-1976_04
Patent number
US03952012

Reaction notes

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