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

HRID 1270085Notes

Reaction equation

HRID 1270085 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-33093687048a4d5681311f8ac7f911f2
Source dataset
uspto-grants-2007_04
Patent number
US07202232B2

Reaction notes

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