Trimethylsilyl iodide → HCID 68524164, compound

HRID 1178894Notes

Reaction equation

HRID 1178894 reaction equation
[CH:1]1([C:7]2([C:20]([OH:22])=[O:21])[CH2:13][CH:12]3[N:14](C(OCC)=O)[CH:9]([CH2:10][CH2:11]3)[CH2:8]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[I:23][Si](C)(C)C>C(Cl)(Cl)Cl>[I-:23].[C:20]([C:7]1([CH:1]2[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]2)[CH2:8][CH:9]2[NH2+:14][CH:12]([CH2:11][CH2:10]2)[CH2:13]1)([OH:22])=[O:21]

Participants

4

Reactant 2

HCID 85247Trimethylsilyl iodideHCID 58695786HCID 58695786, compound

Product 1

HCID 68524164HCID 68524164, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a solution of 3-cyclohexyl-8-(ethoxycarbonyl)-8-azabicyclo[3.2.1]octane-3-carboxylic acid (1-7) (2.50 g, 8.08 mmol) in 80 mL of chloroform was added iodotrimethylsilane (4.75 mL, 16.8 mmol) dropwise. The mixture was stirred at room temperature overnight and warmed up to 50° C. for additional two hours. After the reaction was completed, the volatiles were removed under vacuum to give (3-1) as a yellow solid.

Workup

  1. temperaturewarmed up to 50° C. for additional two hours
  2. customthe volatiles were removed under vacuum

Sources & evidence

ORD record
ord-496902444a1742b998395b6ea3bd9dfe
Source dataset
uspto-grants-2007_10
Patent number
US07276520B2

Reaction notes

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