Ethanol → HCID 18424167, compound

HRID 1282346Notes

Reaction equation

HRID 1282346 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, compound

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 1-benzyl-5-(p-chlorobenzoyl)-pyrrole-2-acetic acid as white crystals, M.P. 162-163° C. Analysis: Calcd. for C20H15ClNO3: C, 67.70;H, 4.65; N, 3.96%. Found: C, 67.79; H, 4.65; N, 3.97%.

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

Sources & evidence

ORD record
ord-24673515922b406ea2742db1d0478ed3
Source dataset
uspto-grants-2002_09
Patent number
US06455703B2

Reaction notes

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