Acetamide → HCID 605997, compound

HRID 522427Notes

Reaction equation

HRID 522427 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([Si:8]([CH3:11])([CH3:10])[CH3:9])=[CH:4][CH:3]=1.[C:12]([NH2:15])(=[O:14])[CH3:13].C(=O)([O-])[O-].[K+].[K+].CNCCNC>[Cu]I.C1(C)C(C)=CC=CC=1>[CH3:9][Si:8]([CH3:11])([CH3:10])[C:5]1[CH:6]=[CH:7][C:2]([NH:15][C:12](=[O:14])[CH3:13])=[CH:3][CH:4]=1

Participants

7

Reactant 4

HCID 178AcetamideHCID 8070N,N'-DimethylethylenediamineHCID 11430Potassium CarbonateHCID 138897Silane, (4-bromophenyl)trimethyl-

Product 1

HCID 605997HCID 605997, compound

Reagents, catalysts & solvents 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)CatalystHCID 7237O-XyleneSolvent

Procedure

Under a flow of argon, in a 1 L-recovery flask, 35 g of 1-bromo-4-(trimethylsilyl)benzene, 22.6 g of acetamide, 5.8 g of copper(I)iodide, 42.2 g of potassium carbonate, and 380 mL of xylene were placed. After stirring, 6.6 mL of N,N′-dimethylethylenediamine was added. The resultant was heated and stirred at reflux for 18 hours.

Workup

  1. temperatureThe resultant was heated
  2. stirringstirred
  3. temperatureat reflux for 18 hours

Sources & evidence

ORD record
ord-f2e389c221644e33b613cad9ed947951
Source dataset
uspto-grants-2016_05
Patent number
US09331285B2

Reaction notes

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