HCID 18449044, compound → 4-(5-Difluoromethoxy-3-trifluoromethyl-pyrazol-1-yl)-benzaldehyde

HRID 645956Notes

Reaction equation

HRID 645956 reaction equation
[F:1][CH:2]([F:21])[O:3][C:4]1[N:8]([C:9]2[CH:14]=[CH:13][C:12]([CH2:15][OH:16])=[CH:11][CH:10]=2)[N:7]=[C:6]([C:17]([F:20])([F:19])[F:18])[CH:5]=1>C(Cl)Cl.O=[Mn]=O>[F:21][CH:2]([F:1])[O:3][C:4]1[N:8]([C:9]2[CH:10]=[CH:11][C:12]([CH:15]=[O:16])=[CH:13][CH:14]=2)[N:7]=[C:6]([C:17]([F:20])([F:19])[F:18])[CH:5]=1

Participants

4

Reactant 1

HCID 18449044HCID 18449044, compound

Product 1

HCID 184490424-(5-Difluoromethoxy-3-trifluoromethyl-pyrazol-1-yl)-benzaldehydeYield 95.3%

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 6344DichloromethaneSolvent

Procedure

A solution of [4-(5-difluoromethoxy-3-trifluoromethyl-pyrazol-1-yl)-phenyl]-methanol (380 mg, 1.2 mmol) in DCM (20 mL) was treated with excess amount of MnO2 was stirred at room temperature for 24 hours. The mixture was filtered and the filtrate was concentrated under reduced pressure. Purification by chromatography (SiO2, 6:1 hexane/EtOAc) gave 4-(5-difluoromethoxy-3-trifluoromethyl-pyrazol-1-yl)-benzaldehyde (350 mg, 93% yield) as a syrup.

Workup

  1. filtrationThe mixture was filtered
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customPurification by chromatography (SiO2, 6:1 hexane/EtOAc)

Sources & evidence

ORD record
ord-9ae11630f6454ecda731d98dd5ccfd55
Source dataset
uspto-grants-2010_04
Patent number
US07705029B2

Reaction notes

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