Hydrochloric Acid → HCID 70543093, compound

HRID 1759251Notes

Reaction equation

HRID 1759251 reaction equation
C([O:3][C:4]([C:6]1[CH:25]=[CH:24][C:9]([CH2:10][O:11][C:12]2[C:13]([CH2:18][C:19]3[NH:20][CH:21]=[CH:22][N:23]=3)=[N:14][CH:15]=[CH:16][CH:17]=2)=[CH:8][CH:7]=1)=[O:5])C.[OH-].[Na+].Cl>O>[C:4]([C:6]1[CH:7]=[CH:8][C:9]([CH2:10][O:11][C:12]2[C:13]([CH2:18][C:19]3[NH:23][CH:22]=[CH:21][N:20]=3)=[N:14][CH:15]=[CH:16][CH:17]=2)=[CH:24][CH:25]=1)([OH:5])=[O:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 70544649HCID 70544649, compound

Product 1

HCID 70543093HCID 70543093, compoundYield 67.9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

3-(4-Ethoxycarbonylbenzyloxy)-2-(1-imidazolylmethyl)pyridine (4.50 g) was heated in a solution of sodium hydroxide (0.70 g) in water (125 ml) for 100° C. for 2 hours. The solution was cooled and neutralized by the addition of 2 N hydrochloric acid. The solid product was collected by filtration and recrystallized from ethanol to give 3-(4-carboxybenzyloxy)-2-(1-imidazolylmethyl)pyridine (2.80 g), m.p. 210°-211° C. Found: C, 66.06; H, 4.74; N, 13.42. C17H15N3O3 requires: C, 66.01; H, 4.89; N, 13.59%.

Workup

  1. temperatureThe solution was cooled
  2. filtrationThe solid product was collected by filtration
  3. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-c758dc24619d434a8cec5c0fe0711f68
Source dataset
uspto-grants-1982_07
Patent number
US04339583

Reaction notes

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