HCID 90384337, compound → HCID 90384304, compound

HRID 928668Notes

Reaction equation

HRID 928668 reaction equation
[Br:1][C:2]1[C:10]2[O:9][CH:8]=[C:7]([CH2:11][OH:12])[C:6]=2[C:5]([F:13])=[C:4]([F:14])[CH:3]=1>ClCCl.[O-2].[O-2].[Mn+4]>[Br:1][C:2]1[C:10]2[O:9][CH:8]=[C:7]([CH:11]=[O:12])[C:6]=2[C:5]([F:13])=[C:4]([F:14])[CH:3]=1

Participants

4

Reactant 1

HCID 90384337HCID 90384337, compound

Product 1

HCID 90384304HCID 90384304, compoundYield 58%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

The compound obtained in Step 2 (700 mg, 2.66 mmol) was dissolved in dichloromethane (50 mL), and manganese dioxide (1.4 g) was added thereto, and stirred at room temperature overnight. After filtration, the solvent was distilled away, and the resulting residue was purified by silica gel chromatography (hexane/ethyl acetate) to thus obtain the title compound.

Workup

  1. filtrationAfter filtration
  2. distillationthe solvent was distilled away
  3. customthe resulting residue was purified by silica gel chromatography (hexane/ethyl acetate)

Sources & evidence

ORD record
ord-6188d6b903eb48dca2b5ae56e6cc03d2
Source dataset
uspto-grants-2016_03
Patent number
US09290487B2

Reaction notes

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