Acetic Acid → HCID 178506250, compound

HRID 1721969Notes

Reaction equation

HRID 1721969 reaction equation
Cl[CH2:2][CH:3]([OH:21])[CH2:4][O:5][C:6]1[CH:7]=[C:8]([C:12]2[NH:13][CH:14]=[C:15]([C:17]([F:20])([F:19])[F:18])[N:16]=2)[CH:9]=[CH:10][CH:11]=1.[OH-].[K+].C(O)(=O)C>CO>[O:21]1[CH2:2][CH:3]1[CH2:4][O:5][C:6]1[CH:7]=[C:8]([C:12]2[NH:13][CH:14]=[C:15]([C:17]([F:20])([F:19])[F:18])[N:16]=2)[CH:9]=[CH:10][CH:11]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 14797Potassium HydroxideHCID 178520788HCID 178520788, compound

Product 1

HCID 178506250HCID 178506250, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 2-[3-(3-chloro-2-hydroxypropoxy)phenyl]-4-trifluoromethylimidazole (3.8 g.) in methanol (150 ml.) is added powdered potassium hydroxide (3.g.) and the mixture is allowed to stir 4 hours at room temperature. Glacial acetic acid (2.75 ml.) is added and the mixture concentrated under reduced pressure 920 mm. Hg.) over steam. The resulting residue is stirred with water, filtered and recrystallized from xylene to yield 2.5 g. of 2-[3-(2,3-epoxypropoxy)phenyl]-4-trifluoromethylimidazole is obtained, m.p. 145°-146.5° C.

Workup

  1. concentrationthe mixture concentrated under reduced pressure 920 mm. Hg
  2. stirringThe resulting residue is stirred with water
  3. filtrationfiltered
  4. customrecrystallized from xylene
  5. customto yield 2.5 g

Sources & evidence

ORD record
ord-f8c893c46e974081af8bc8dea860d83d
Source dataset
uspto-grants-1989_08
Patent number
US04853383

Reaction notes

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