Chlorosuccinimide → HCID 6424859, compound

HRID 1883196Notes

Reaction equation

HRID 1883196 reaction equation
[CH:1]([Si:4]([CH:13]([CH3:15])[CH3:14])([CH:10]([CH3:12])[CH3:11])[N:5]1[CH:9]=[CH:8][CH:7]=[CH:6]1)([CH3:3])[CH3:2].[Cl:16]N1C(=O)CCC1=O>CC(C)=O>[Cl:16][C:7]1[CH:8]=[CH:9][N:5]([Si:4]([CH:1]([CH3:3])[CH3:2])([CH:10]([CH3:12])[CH3:11])[CH:13]([CH3:15])[CH3:14])[CH:6]=1

Participants

4

Reactant 2

HCID 31398ChlorosuccinimideHCID 145136N-Triisopropylsilylpyrrole

Product 1

HCID 6424859HCID 6424859, compoundYield 18%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Under nitrogen atmosphere, a solutin of N-triisopropylsilyl-pyrrole (2.00 g) in acetone (40 mL) was cooled at 0° C., and thereto was added N-chlorosuccinimide (1.27 g), and the mixture was allowed to stand overnight. The solvent was evaporated under reduced pressure, and thereto was added hexane. The insoluble materials were removed by filtration. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column (hexane) to give 3-chloro-1-triisopropylsilyl-1H-pyrrole (403 mg, 18%).

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. additionwas added hexane
  3. customThe insoluble materials were removed by filtration
  4. customThe solvent was evaporated under reduced pressure
  5. customthe residue was purified by silica gel column (hexane)

Sources & evidence

ORD record
ord-b0023b6917644ff4bc30ca5319ccff72
Source dataset
uspto-grants-2004_07
Patent number
US06759429B2

Reaction notes

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