Ethanol → HCID 18424167, compound

HRID 1606154Notes

Reaction equation

HRID 1606154 reaction equation
[CH2:1]([N:8]1[C:12]([C:13](=[O:21])[C:14]2[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=2)=[CH:11][CH:10]=[C:9]1[CH2:22][C:23]#N)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(O)C.[OH-:28].[Na+].[OH2:30]>>[CH2:1]([N:8]1[C:12]([C:13](=[O:21])[C:14]2[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=2)=[CH:11][CH:10]=[C:9]1[CH2:22][C:23]([OH:30])=[O:28])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 4

HCID 702EthanolHCID 962WaterHCID 14798Sodium HydroxideHCID 18424299HCID 18424299, compound

Product 1

HCID 18424167HCID 18424167, compoundYield 91%

Procedure

A suspension of 3.0 g. (0.009 mole) of 1-benzyl-5-(p-chlorobenzoyl)-pyrrole-2-acetonitrile in 20 ml. of ethanol and 18 ml. (0.018 mole) of 1N sodium hydroxide is refluxed for 6 hours. The mixture is diluted with water and the ethanol evaporated in vacuo. The solution is washed with chloroform and ether and acidified with 3N hydrochloric acid. The precipitated solid is collected and dried in vacuo to give about 2.8 g. (91% yield) of 1-benzyl-5-(p-chlorobenzoyl)-pyrrole-2-acetic acid as white crystals, M.P. 162°-163°C.

Workup

  1. additionA suspension of 3.0 g
  2. customthe ethanol evaporated in vacuo
  3. washThe solution is washed with chloroform and ether
  4. customThe precipitated solid is collected
  5. customdried in vacuo
  6. customto give about 2.8 g

Sources & evidence

ORD record
ord-30960bf4667c43609d63a97de1610634
Source dataset
uspto-grants-1976_04
Patent number
US03952012

Reaction notes

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