Chlorotrimethylsilane → HCID 69313311, compound

HRID 750896Notes

Reaction equation

HRID 750896 reaction equation
[O:1]=[C:2]1[CH2:7][CH2:6][N:5]([C:8]2[CH:13]=[CH:12][C:11]([N+:14]([O-:16])=[O:15])=[CH:10][CH:9]=2)[CH2:4][CH2:3]1.C(N(CC)CC)C.[CH3:24][Si:25](Cl)([CH3:27])[CH3:26]>CN(C)C=O>[CH3:24][Si:25]([CH3:27])([CH3:26])[O:1][CH:2]1[CH2:7][CH2:6][N:5]([C:8]2[CH:13]=[CH:12][C:11]([N+:14]([O-:16])=[O:15])=[CH:10][CH:9]=2)[CH2:4][CH2:3]1

Participants

5

Reactant 3

HCID 6397ChlorotrimethylsilaneHCID 8471TriethylamineHCID 38425621-(4-Nitrophenyl)piperidin-4-one

Product 1

HCID 69313311HCID 69313311, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
70 °C

Procedure

The mixture of 4-(4-oxo-Piperidin-1-yl)-nitrobenzene (126 mmol), triethylamine (630 mmol), trimethylsilylchloride (375.0 mmol) in dimethylformamide was heated at 70° C. for 24 h. The solvent was removed under vacuum and to the residual mass was extracted with the ethyl acetate water mixture. The combined organic layer was dried and after removal of the solvent afforded title compound as a solid in 90% yield.

Workup

  1. customThe solvent was removed under vacuum and to the residual mass
  2. extractionwas extracted with the ethyl acetate water mixture
  3. customThe combined organic layer was dried
  4. customafter removal of the solvent

Sources & evidence

ORD record
ord-9c2b24dc1c44476ea6eda9d9668762aa
Source dataset
uspto-grants-2008_07
Patent number
US07405228B2

Reaction notes

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