Acetic Acid → HCID 20222099, compound

HRID 745916Notes

Reaction equation

HRID 745916 reaction equation
C([O:3][C:4]([C:6]1[CH:19]=[CH:18][C:9]([O:10][CH2:11][CH2:12][N:13]2[CH:17]=[CH:16][N:15]=[CH:14]2)=[C:8]([Cl:20])[CH:7]=1)=[O:5])C.[OH-].[K+].C(O)(=O)C>O>[C:4]([C:6]1[CH:19]=[CH:18][C:9]([O:10][CH2:11][CH2:12][N:13]2[CH:17]=[CH:16][N:15]=[CH:14]2)=[C:8]([Cl:20])[CH:7]=1)([OH:5])=[O:3]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 14797Potassium HydroxideHCID 20222105HCID 20222105, compound

Product 1

HCID 20222099HCID 20222099, compoundYield 62.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 1-[2-(4-ethoxycarbonyl-2-chlorophenoxy)ethyl]imidazole (115 mg) and potassium hydroxide (50 mg) in water (6.25 ml) was heated on a steam bath for 18 hours. The resulting solution was just acidified with acetic acid and evaporated to a small volume. The resulting solid was filtered off, washed with water and crystallised from water to give 1-[2-(4-carboxy-2-chlorophenoxy)ethyl]imidazole (65 mg), m.p. 204° C. Found: C, 53.44; H, 4.15; N, 10.52. C12H11ClN2O3 requires: C, 54.04; H, 4.16; N, 10.51%.

Workup

  1. temperaturewas heated on a steam bath for 18 hours
  2. customevaporated to a small volume
  3. filtrationThe resulting solid was filtered off
  4. washwashed with water
  5. customcrystallised from water

Sources & evidence

ORD record
ord-c5c002da128b477bafc847f700ca3b17
Source dataset
uspto-grants-1986_07
Patent number
US04602016

Reaction notes

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