Chlorotrimethylsilane → 1-Trimethylsilanyl-azepan-2-one

HRID 1594850Notes

Reaction equation

HRID 1594850 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, commercially available from Maybridge, (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-c52cf5aacac64d75bb086d4b6733f97c
Source dataset
uspto-grants-2001_09
Patent number
US06284755B1

Reaction notes

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