HCID 20391368, compound → HCID 20391365, compound

HRID 1863432Notes

Reaction equation

HRID 1863432 reaction equation
[CH3:1][C:2]1[NH:6][C:5]([C:7]2[CH:8]=[C:9]([C:13]([F:16])([F:15])[F:14])[CH:10]=[CH:11][CH:12]=2)=[N:4][C:3]=1[CH2:17][OH:18]>[O-2].[O-2].[Mn+4].C(Cl)(Cl)Cl>[CH3:1][C:2]1[NH:6][C:5]([C:7]2[CH:8]=[C:9]([C:13]([F:16])([F:15])[F:14])[CH:10]=[CH:11][CH:12]=2)=[N:4][C:3]=1[CH:17]=[O:18]

Participants

4

Reactant 1

HCID 20391368HCID 20391368, compound

Product 1

HCID 20391365HCID 20391365, compoundYield 88.5%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6212ChloroformSolvent

Procedure

A mixture of 5-methyl-2-(α,α,α-trifluoro-m-tolyl)-4-imidazolemethanol (30.0 g), manganese dioxide (200 g) and chloroform (1000 ml) is stirred at room temperature for 7 hours, and then filtered, and the solution allowed to stand over the weekend. Ethyl acetate is added to dissolve precipitated material and the solution is filtered. The solution is then evaporated to dryness in vacuo to afford 26.34 g solid, m.p. 179.5°-180° C.

Workup

  1. filtrationfiltered
  2. additionEthyl acetate is added
  3. dissolutionto dissolve
  4. customprecipitated material
  5. filtrationthe solution is filtered
  6. customThe solution is then evaporated to dryness in vacuo

Sources & evidence

ORD record
ord-401ce12c418f42b1b28fbbfec41a7bd7
Source dataset
uspto-grants-1979_09
Patent number
US04168964

Reaction notes

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