HCID 57443346, compound → HCID 67528232, compound

HRID 2261835Notes

Reaction equation

HRID 2261835 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:16]=[CH:17][C:18]=1[N+:19]([O-])=O)[O:5][Si:6]([CH:13]([CH3:15])[CH3:14])([CH:10]([CH3:12])[CH3:11])[CH:7]([CH3:9])[CH3:8]>C(OCC)(=O)C>[F:1][C:2]1[CH:3]=[C:4]([O:5][Si:6]([CH:10]([CH3:12])[CH3:11])([CH:13]([CH3:15])[CH3:14])[CH:7]([CH3:8])[CH3:9])[CH:16]=[CH:17][C:18]=1[NH2:19]

Participants

3

Reactant 1

HCID 57443346HCID 57443346, compound

Product 1

HCID 67528232HCID 67528232, compoundYield 101.7%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A flask with a mixture of (3-fluoro-4-nitro-phenoxy)-triisopropyl-silane (6.74 g, 21.5 mmol) in ethyl acetate (200 mL) is evacuated and filled with nitrogen three times. Palladium 10% by weight on carbon (550 mg) is added. The flask is evacuated and filled with nitrogen three times and then it is evacuated and filled with hydrogen from a balloon. The mixture is stirred under hydrogen atmosphere (balloon) over night. The mixture is filtered over diatomaceoud earth and concentrated to provide the title compound (6.2 g, 100%) as an oil. LC-ES/MS m/e 284.2 (M+1).

Workup

  1. customis evacuated
  2. additionfilled with nitrogen three times
  3. additionPalladium 10% by weight on carbon (550 mg) is added
  4. customThe flask is evacuated
  5. additionfilled with nitrogen three times
  6. customit is evacuated
  7. additionfilled with hydrogen from a balloon
  8. filtrationThe mixture is filtered over diatomaceoud earth
  9. concentrationconcentrated

Sources & evidence

ORD record
ord-6e956043a1a5468fb393607ae95275ee
Source dataset
uspto-grants-2010_12
Patent number
US07846960B2

Reaction notes

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