HCID 68469062, compound → HCID 68470026, compound

HRID 503019Notes

Reaction equation

HRID 503019 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[N:9]([CH3:24])[C:10]([C:13]([CH3:23])([CH3:22])[CH:14]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[OH:15])=[N:11][N:12]=1>[O-2].[O-2].[Mn+4].C(Cl)Cl>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[N:9]([CH3:24])[C:10]([C:13]([CH3:22])([CH3:23])[C:14]([C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)=[O:15])=[N:11][N:12]=1

Participants

4

Reactant 1

HCID 68469062HCID 68469062, compound

Product 1

HCID 68470026HCID 68470026, compoundYield 73.7%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalyst2×HCID 6344DichloromethaneSolvent

Procedure

Manganese dioxide (955 mg) was gradually added to a methylene chloride (4.8 ml) solution of 2-[5-(2-chlorophenyl)-4-methyl-4H-1,2,4-triazol-3-yl]-2-methyl-1-phenylpropan-1-ol (191 mg) under ice cooling. The reaction mixture was stirred at room temperature for 3 hours and then manganese dioxide (955 mg) was added thereto, followed by stirring at room temperature for another 18.5 hours. Then, the mixture was subjected to filtration through celite. The filtrate was subjected to evaporation under reduced pressure and then purified by silica gel column chromatography (chloroform:methanol=50:1) to obtain 2-[5-(2-chlorophenyl)-4-methyl-4H-1,2,4-triazol-3-yl]-2-methyl-1-phenylpropan-1-one (140 mg).

Workup

  1. stirringby stirring at room temperature for another 18.5 hours
  2. filtrationThen, the mixture was subjected to filtration through celite
  3. customThe filtrate was subjected to evaporation under reduced pressure
  4. custompurified by silica gel column chromatography (chloroform:methanol=50:1)

Sources & evidence

ORD record
ord-7815ff8468a0479888974c67024bef5b
Source dataset
uspto-grants-2010_08
Patent number
US07776897B2

Reaction notes

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