Triethylsilane → HCID 89815378, compound

HRID 1487116Notes

Reaction equation

HRID 1487116 reaction equation
[F:1][C:2]([F:15])([C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([N+:12]([O-])=O)[CH:7]=1)[C:3]([NH2:5])=[O:4].C([SiH](CC)CC)C>CO.[Pd]>[NH2:12][C:8]1[CH:7]=[C:6]([C:2]([F:1])([F:15])[C:3]([NH2:5])=[O:4])[CH:11]=[CH:10][CH:9]=1

Participants

5

Reactant 2

HCID 12052TriethylsilaneHCID 89815111HCID 89815111, compound

Product 1

HCID 89815378HCID 89815378, compoundYield 69.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a stirred solution of 2,2-difluoro-2-(3-nitrophenyl)acetamide (0.5 g, 2.313 mmol) in methanol (20 ml) was added Pd—C (100 mg) followed by slow addition of triethylsilane (3.7 ml, 23.13 mmol) at RT. The reaction was stirred at same temperature for 30 min. The reaction mixture was filtered through celite bed and washed with methanol (50 ml). Filtrate was collected and concentrated under vacuum to get 2-(3-aminophenyl)-2,2-difluoroacetamide (0.301 g).

Workup

  1. filtrationThe reaction mixture was filtered through celite bed
  2. washwashed with methanol (50 ml)
  3. customFiltrate was collected
  4. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-e965fd3680d4426a8ddc72ce79c6bdb7
Source dataset
uspto-grants-2016_08
Patent number
US09428499B2

Reaction notes

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