HCID 59191241, compound → HCID 59191382, compound

HRID 1023913Notes

Reaction equation

HRID 1023913 reaction equation
[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([O:9][C:10]2[CH:15]=[CH:14][C:13]([N+:16]([O-])=O)=[CH:12][C:11]=2[C:19]([F:22])([F:21])[F:20])=[C:5]([O:23][CH3:24])[CH:4]=1)[CH3:2]>C1COCC1.[Pd]>[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([O:9][C:10]2[CH:15]=[CH:14][C:13]([NH2:16])=[CH:12][C:11]=2[C:19]([F:20])([F:22])[F:21])=[C:5]([O:23][CH3:24])[CH:4]=1)[CH3:2]

Participants

4

Reactant 1

HCID 59191241HCID 59191241, compound

Product 1

HCID 59191382HCID 59191382, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

4-ethyl-2-methoxy-1-[4-nitro-2-(trifluoromethyl)phenoxy]benzene (1.90 mmol; 651 mg) was dissolved in anhydrous THF (8 mL) under argon. Palladium on charcoal (0.095 mmol; 20 mg) was added and the reaction was flushed twice with hydrogen, then left to stir overnight. The reaction mixture was filtered on celite, rinsed with methanol (3*10 mL). Concentration yielded a light brown oil (579 mg; 98%) used without further purification.

Workup

  1. customthe reaction was flushed twice with hydrogen
  2. waitleft
  3. filtrationThe reaction mixture was filtered on celite
  4. washrinsed with methanol (3*10 mL)
  5. concentrationConcentration
  6. customyielded a light brown oil (579 mg; 98%)
  7. customused without further purification

Sources & evidence

ORD record
ord-348e2b66ebf74b7093defee949e28fbb
Source dataset
uspto-grants-2014_05
Patent number
US08722746B2

Reaction notes

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