(2,3,4-Trimethoxy-6-methylphenyl)(2,6-dichloro-4-trifluoromethyl-3-pyridyl)methanol → HCID 11430175, compound

HRID 1835397Notes

Reaction equation

HRID 1835397 reaction equation
[CH3:1][O:2][C:3]1[C:8]([O:9][CH3:10])=[C:7]([O:11][CH3:12])[CH:6]=[C:5]([CH3:13])[C:4]=1[CH:14]([C:16]1[C:17]([Cl:27])=[N:18][C:19]([Cl:26])=[CH:20][C:21]=1[C:22]([F:25])([F:24])[F:23])[OH:15]>C1(C)C=CC=CC=1.[O-2].[O-2].[Mn+4]>[CH3:1][O:2][C:3]1[C:8]([O:9][CH3:10])=[C:7]([O:11][CH3:12])[CH:6]=[C:5]([CH3:13])[C:4]=1[C:14]([C:16]1[C:17]([Cl:27])=[N:18][C:19]([Cl:26])=[CH:20][C:21]=1[C:22]([F:25])([F:23])[F:24])=[O:15]

Participants

4

Reactant 1

HCID 12151532(2,3,4-Trimethoxy-6-methylphenyl)(2,6-dichloro-4-trifluoromethyl-3-pyridyl)methanol

Product 1

HCID 11430175HCID 11430175, compoundYield 81.9%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 1140TolueneSolvent

Procedure

14 g of manganese dioxide was added to a solution having 5.4 g of (2,3,4-trimethoxy-6-methylphenyl)(2,6-dichloro-4-trifluoromethyl-3-pyridyl)methanol obtained in step (a) dissolved in 140 ml of toluene, followed by stirring under reflux by heating for 6 hours. The mixture was cooled and then subjected to filtration, and toluene was distilled off under reduced pressure to obtain 4.4 g (yield 81%) of 3-(2,3,4-trimethoxy-6-methylbenzoyl)-2,6-dichloro-4-trifluoromethylpyridine (compound No. 3; m.p. 81-83° C.).

Workup

  1. temperatureunder reflux
  2. temperatureby heating for 6 hours
  3. temperatureThe mixture was cooled
  4. filtrationsubjected to filtration, and toluene
  5. distillationwas distilled off under reduced pressure

Sources & evidence

ORD record
ord-6f14ca1581ae43608595b505fd4dbda8
Source dataset
uspto-grants-2004_08
Patent number
US06770662B2

Reaction notes

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