Trimethylsilyl iodide → HCID 178419216, compound

HRID 1609365Notes

Reaction equation

HRID 1609365 reaction equation
C([O:3][P:4]([O:8]CC)[O:5]CC)C.[C:11]([BH2:15])([O:13][CH3:14])=[O:12].[Si:16](I)([CH3:19])([CH3:18])[CH3:17]>CC#N>[P:4]([O:8][Si:16]([CH3:19])([CH3:18])[CH3:17])([O:5][Si:16]([CH3:19])([CH3:18])[CH3:17])[O:3][Si:16]([CH3:19])([CH3:18])[CH3:17].[C:11]([BH2:15])([O:13][CH3:14])=[O:12]

Participants

4

Reactant 2

HCID 85247Trimethylsilyl iodideHCID 178419215HCID 178419215, compound

Product 1

HCID 178419216HCID 178419216, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Triethylphosphite-carbomethoxyborane (4) (1.13 g, 4.75 mmol) and Me3SiI 2.70 ml, 18.97 mmol) were taken in anhydrous CH3CN (45 ml) under nitrogen atmosphere. Immediately, the mixture became brown. It was heated at reflux for 3 hours. During this time, the brown color completely disappeared, the mixture was cooled, and the solvent was removed under reduced pressure to give a yellow solid. 11B NMR (CDCl3) : ∂=15 ppm, br. s., 0.2 ppm, br. s., major and a multiplet at -39 ppm, very small amount.

Workup

  1. temperatureIt was heated
  2. temperatureat reflux for 3 hours
  3. temperaturethe mixture was cooled
  4. customthe solvent was removed under reduced pressure
  5. customto give a yellow solid

Sources & evidence

ORD record
ord-918334650a0d4e1d9bbd6f286ddb62b9
Source dataset
uspto-grants-1995_03
Patent number
US05399732

Reaction notes

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