Sodium Hydroxide → HCID 18424236, compound

HRID 1606146Notes

Reaction equation

HRID 1606146 reaction equation
[C:1]([C:3]1[CH:22]=[CH:21][C:6]([C:7]([C:9]2[N:13]([CH3:14])[C:12]([CH2:15][C:16]([O:18]CC)=[O:17])=[CH:11][CH:10]=2)=[O:8])=[CH:5][CH:4]=1)#[N:2].[OH-].[Na+]>C(O)C>[C:1]([C:3]1[CH:22]=[CH:21][C:6]([C:7]([C:9]2[N:13]([CH3:14])[C:12]([CH2:15][C:16]([OH:18])=[O:17])=[CH:11][CH:10]=2)=[O:8])=[CH:5][CH:4]=1)#[N:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 18424171HCID 18424171, compound

Product 1

HCID 18424236HCID 18424236, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 0.5 g. (0.0017 mole) of ethyl 5-(p-cyanobenzoyl)-1-methylpyrrole-2-acetate in 3 ml. ethanol is brought to reflux and 1.7 ml. of 1N sodium hydroxide solution is added dropwise. The mixture is refluxed for 3 minutes and the ethanol is then evaporated in vacuo. The residue is diluted with water and acidified with dilute hydrochloric acid. A white solid precipitates, 5-(p-cyanobenzoyl)-1-methylpyrrole-2-acetic acid, which is collected by filtration and dried, m.p. 196°-198°C.

Workup

  1. temperatureto reflux
  2. temperatureThe mixture is refluxed for 3 minutes
  3. customthe ethanol is then evaporated in vacuo
  4. additionThe residue is diluted with water
  5. customA white solid precipitates
  6. filtration5-(p-cyanobenzoyl)-1-methylpyrrole-2-acetic acid, which is collected by filtration
  7. customdried

Sources & evidence

ORD record
ord-437e3a54c1e24aeeb0a98395c31fa3ec
Source dataset
uspto-grants-1976_04
Patent number
US03952012

Reaction notes

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