Trifluoroacetic acid → HCID 57231128, compound

HRID 1937566Notes

Reaction equation

HRID 1937566 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-4d8284be9c714da6bf0516f78e81922b
Source dataset
uspto-grants-2002_05
Patent number
US06395734B1

Reaction notes

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