Chlorotrimethylsilane → 1-Trimethylsilanyl-azepan-2-one

HRID 429065Notes

Reaction equation

HRID 429065 reaction equation
[C:1]1(=[O:8])[NH:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.CCN(CC)CC.Cl[Si:17]([CH3:20])([CH3:19])[CH3:18]>C1(C)C=CC=CC=1>[CH3:18][Si:17]([CH3:20])([CH3:19])[N:7]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][C:1]1=[O:8]

Participants

5

Reactant 3

HCID 6397ChlorotrimethylsilaneHCID 7768CaprolactamHCID 8471Triethylamine

Product 1

HCID 114239991-Trimethylsilanyl-azepan-2-one

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Caprolactam, which is commercially available, (10.0 g, 88.0 mmol), Et3N (14.8 mL, 106 mmol) and chlorotrimethylsilane (13.5 mL, 106 mmol) were dissolved in toluene (60 mL) and refluxed under Ar for 3 h. The reaction was filtered and concentrated to give the title compound.

Workup

  1. temperaturerefluxed under Ar for 3 h
  2. filtrationThe reaction was filtered
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-b39721bc5b2841ce995ed5a121f42f1f
Source dataset
uspto-grants-2001_11
Patent number
US06316436B1

Reaction notes

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