Trimethylsilyl iodide → HCID 178419216, compound

HRID 1885141Notes

Reaction equation

HRID 1885141 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):δ=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-1e44904c37394059ab0a9681c4bcfcac
Source dataset
uspto-grants-1992_09
Patent number
US05143907

Reaction notes

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