Dimethylformamide → N,N,N-Trimethyl-N-[3-(tris-trimethylsiloxy-silyl)-propyl]ammonium iodide

HRID 1478941Notes

Reaction equation

HRID 1478941 reaction equation
NC[CH2:3][CH2:4][Si:5]([O:16][Si:17]([CH3:20])([CH3:19])[CH3:18])([O:11][Si:12]([CH3:15])([CH3:14])[CH3:13])[O:6][Si:7]([CH3:10])([CH3:9])[CH3:8].[CH3:21][I:22].C(=O)([O-])[O-].[Na+].[Na+].[CH3:29][N:30]([CH3:33])[CH:31]=O>>[I-:22].[CH3:29][N+:30]([CH3:33])([CH3:21])[CH2:31][CH2:3][CH2:4][Si:5]([O:11][Si:12]([CH3:13])([CH3:15])[CH3:14])([O:16][Si:17]([CH3:20])([CH3:19])[CH3:18])[O:6][Si:7]([CH3:8])([CH3:9])[CH3:10]

Participants

5

Reactant 4

HCID 6228DimethylformamideHCID 6328Methyl iodideHCID 10340Sodium CarbonateHCID 2756547(3-Aminopropyl)tris(trimethylsiloxy)silane

Product 1

HCID 86670508N,N,N-Trimethyl-N-[3-(tris-trimethylsiloxy-silyl)-propyl]ammonium iodide

Procedure

0.8 g of 3-aminopropyltris(trimethylsiloxy)silane, 1.8 g of methyl iodide and 1.35 g of sodium carbonate are added to 50 ml of dimethylformamide. The reaction mixture is stirred for 3 hours at room temperature. The solvent is evaporated and the residue taken in methylene chloride and water. The organic phase is then washed with water, dried and evaporated whereby compound (35) is obtained; 1H-NMR (ppm, CDCl3): 3.45-3.32 11H m, 1.68-1.58 2H m, 0.39 2H t, 0.00 27H s.

Workup

  1. customThe solvent is evaporated
  2. washThe organic phase is then washed with water
  3. customdried
  4. customevaporated whereby compound (35)
  5. customis obtained

Sources & evidence

ORD record
ord-c15b8169feb64484b8e0892570a0f430
Source dataset
uspto-grants-2016_08
Patent number
US09403987B2

Reaction notes

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