Trimethylsilyl iodide → HCID 68838120, compound

HRID 2110573Notes

Reaction equation

HRID 2110573 reaction equation
[CH3:1][C:2]([CH3:23])([CH3:22])[CH2:3][CH2:4][C:5]1([C:18]([O:20][CH3:21])=[O:19])[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8](=[O:15])[CH:7]=[C:6]1[O:16]C.I[Si](C)(C)C>C(#N)C>[CH3:1][C:2]([CH3:23])([CH3:22])[CH2:3][CH2:4][C:5]1([C:18]([O:20][CH3:21])=[O:19])[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8](=[O:15])[CH2:7][C:6]1=[O:16]

Participants

4

Reactant 2

HCID 85247Trimethylsilyl iodideHCID 68840242HCID 68840242, compound

Product 1

HCID 68838120HCID 68838120, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of Example 8B (0.31g, 0.98 mmol) in acetonitrile (0.2 mL) was added iodotrimethylsilane (TMSI) (1 mL, 6.86 mmol). The reaction solution was stirred at room temperature for 4 h. The solution was concentrated in vacuo. Column chromatography on silica (50% ethyl acetate/hexane) afforded the title compound as a white solid (0.28g, 95%).

Workup

  1. concentrationThe solution was concentrated in vacuo

Sources & evidence

ORD record
ord-2a8721a54198405d8ce058e4166b2019
Source dataset
uspto-grants-2009_04
Patent number
US07517876B2

Reaction notes

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