Chlorotrimethylsilane → 1,1,1-Trimethyl-N-(3-(trimethoxysilyl)propyl)-N-(trimethylsilyl)silanamine

HRID 58004

Reaction equation

HRID 58004 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][Si:5]([O:10][CH3:11])([O:8][CH3:9])[O:6][CH3:7].C(N(CC)CC)C.[CH3:19][Si:20](Cl)([CH3:22])[CH3:21]>ClCCl>[CH3:19][Si:20]([CH3:22])([CH3:21])[N:1]([CH2:2][CH2:3][CH2:4][Si:5]([O:10][CH3:11])([O:6][CH3:7])[O:8][CH3:9])[Si:20]([CH3:22])([CH3:21])[CH3:19]

Participants

5

Reactant 3

HCID 6397ChlorotrimethylsilaneHCID 8471TriethylamineHCID 83756Aminopropyltrimethoxysilane

Product 1

HCID 867139941,1,1-Trimethyl-N-(3-(trimethoxysilyl)propyl)-N-(trimethylsilyl)silanamineYield 89%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Aminopropyltrimethoxysilane (0.398 mol) and triethylamine (100 mL) were dissolved in dichloromethane (200 mL) in a round-bottom flask and trimethylsilyl chloride (0.800 mol) was added in a dropwise manner. After the addition was completed, the mixture was stirred at room temperature for 24 hours. Upon completion of reaction, N,N-bis(trimethylsilyl)aminopropyltrimethoxysilane (yield: 89%) was obtained through concentration under reduced pressure and fractional distillation. 1H and 13C NMR spectroscopic data of the purified N,N-bis(trimethylsilyl)aminopropyltrimethoxysilane are as follows.

Workup

  1. additionAfter the addition
  2. customUpon completion of reaction

Sources & evidence

ORD record
ord-a578166647854b77aa06b0986053dd11
Source dataset
uspto-grants-2016_09
Patent number
US09434751B2

Linked notes

Loading…