Trimethylsilyl iodide → HCID 178419216, compound

HRID 1656699Notes

Reaction equation

HRID 1656699 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-a2f3a6dd91e64e0f8316d8d694e30cd9
Source dataset
uspto-grants-1993_10
Patent number
US05254706

Reaction notes

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