Trifluoroacetic acid → HCID 57231128, compound

HRID 1243450Notes

Reaction equation

HRID 1243450 reaction equation
[C:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][C:8](=[O:13])[CH2:7]2)(=O)[CH3:2].C([SiH]([CH2:19][CH3:20])CC)C.F[C:22](F)(F)[C:23]([OH:25])=[O:24]>>[CH2:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][C:8](=[O:13])[C:7]2=[CH:11][C:10]1[NH:9][CH:8]=[C:7]([CH2:6][CH2:22][C:23]([OH:25])=[O:24])[C:19]=1[CH3:20])[CH3:2]

Participants

4

Reactant 3

HCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 102196435-acetyl-2,3-dihydro-1H-indol-2-one

Product 1

HCID 57231128HCID 57231128, compoundYield 71%

Procedure

5-Acetyl-2-oxindole (2 g) in 15 mL trifluoroacetic acid in an ice bath was slowly treated with 1.8 g triethylsilane and then stirred at room temperature for 5 hours. One mL of riethylsilane was added and the stirring continued overnight. The reaction mixture was poured into ice water and the resulting precipitate collected by vacuum filtration, washed copiously with water and dried under vacuum to give 1.3 g (71% yield) of the title compound as a yellow solid.

Workup

  1. additionOne mL of riethylsilane was added
  2. customthe stirring continued overnight
  3. filtrationthe resulting precipitate collected by vacuum filtration
  4. washwashed copiously with water
  5. customdried under vacuum

Sources & evidence

ORD record
ord-688889969b6a41c9b9663abdb542cfb0
Source dataset
uspto-grants-2006_10
Patent number
US07119090B2

Reaction notes

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