Sodium Hydroxide → HCID 23469007, compound

HRID 128243Notes

Reaction equation

HRID 128243 reaction equation
[OH-].[Na+].[C:3]([C:8]1[CH:25]=[CH:24][C:11]([CH2:12][N:13]2[CH:17]=[CH:16][CH:15]=[C:14]2[CH2:18][N:19]2[CH:23]=[CH:22][N:21]=[CH:20]2)=[CH:10][CH:9]=1)([O:5]CC)=[O:4]>O.C(O)C>[C:3]([C:8]1[CH:9]=[CH:10][C:11]([CH2:12][N:13]2[CH:17]=[CH:16][CH:15]=[C:14]2[CH2:18][N:19]2[CH:23]=[CH:22][N:21]=[CH:20]2)=[CH:24][CH:25]=1)([OH:5])=[O:4]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 23469011HCID 23469011, compound

Product 1

HCID 23469007HCID 23469007, compoundYield 35.5%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A solution of sodium hydroxide (0.20 g) in water (20 ml) was added to a solution of 1-(4-carbethoxybenzyl)-2-(imidazol-1-ylmethyl) pyrrole (1.55 g) in ethanol (20 ml) and the mixture was heated under reflux for 8 hours. The solution was evaporated and the residue was taken up in water (25 ml). The solution was acidified with acetic acid and continuously extracted with chloroform to give a solid which was crystallised from isopropanol to give 1-(4-carboxybenzyl)-2-(imidazol-1-ylmethyl)pyrrole (0.50 g), m.p. 190°-191° (d).

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 8 hours
  3. customThe solution was evaporated
  4. extractioncontinuously extracted with chloroform
  5. customto give a solid which
  6. customwas crystallised from isopropanol

Sources & evidence

ORD record
ord-036f55eb5b4b40e88210e7b793840e89
Source dataset
uspto-grants-1981_03
Patent number
US04259345

Reaction notes

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