Acetic Acid → HCID 178506250, compound

HRID 2050050Notes

Reaction equation

HRID 2050050 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 (20 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 (20 mm. Hg.) over steam
  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-0ce8af47996d4fd18a1d709cc348c363
Source dataset
uspto-grants-1980_04
Patent number
US04199580

Reaction notes

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