Trifluoroacetic acid → HCID 57231128, compound

HRID 1815385Notes

Reaction equation

HRID 1815385 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 12052Triethylsilane2×HCID 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 triethylsilane 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. customthe stirring continued overnight
  2. filtrationthe resulting precipitate collected by vacuum filtration
  3. washwashed copiously with water
  4. customdried under vacuum

Sources & evidence

ORD record
ord-9a6382a55c384476a2c064680a5a1726
Source dataset
uspto-grants-2005_04
Patent number
US06878733B1

Reaction notes

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