HCID 67188704, compound → HCID 86643376, compound

HRID 386743Notes

Reaction equation

HRID 386743 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2([C:22]([F:25])([F:24])[F:23])[O:13][N:12]=[C:11]([C:14]3[CH:19]=[CH:18][C:17]([CH2:20][OH:21])=[CH:16][CH:15]=3)[CH2:10]2)[CH:5]=[C:6]([Cl:8])[CH:7]=1>C(Cl)Cl.[O-2].[Mn+2]>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2([C:22]([F:24])([F:23])[F:25])[O:13][N:12]=[C:11]([C:14]3[CH:15]=[CH:16][C:17]([CH:20]=[O:21])=[CH:18][CH:19]=3)[CH2:10]2)[CH:5]=[C:6]([Cl:8])[CH:7]=1

Participants

4

Reactant 1

HCID 67188704HCID 67188704, compound

Product 1

HCID 86643376HCID 86643376, compoundYield 80.4%

Reagents, catalysts & solvents 2

HCID 160959Manganese oxideCatalystHCID 6344DichloromethaneSolvent

Conditions

Temperature
40 °C

Procedure

To a solution of {4-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl]phenyl}methanol (1 g) in methylene chloride (30 mL), activated manganese oxide (1.8 g) was added, and the mixture was then heated and stirred for 3 hours at 40° C. After filtration of the reaction mixture through Celite, the resultant filtrate was concentrated under reduced pressure to yield 4-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl]benzaldehyde (0.8 g).

Workup

  1. temperaturethe mixture was then heated
  2. filtrationAfter filtration of the reaction mixture through Celite
  3. concentrationthe resultant filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-3c9b94726cd14dd6b46ec20260c2c6e5
Source dataset
uspto-grants-2013_02
Patent number
US08372867B2

Reaction notes

Loading…