Trimethylamine → N,N,N-Trimethyl-1-(trimethoxysilyl)ethan-1-aminium bromide

Reaction equation

[Br:1][CH:2]([Si:4]([O:9][CH3:10])([O:7][CH3:8])[O:5][CH3:6])[CH3:3].[CH3:11][N:12]([CH3:14])[CH3:13]>>[Br-:1].[CH3:11][N+:12]([CH3:14])([CH3:13])[CH:2]([Si:4]([O:9][CH3:10])([O:7][CH3:8])[O:5][CH3:6])[CH3:3]

Participants

Reactant 2

HCID 1146Trimethylamine2×

HCID 21468237HCID 21468237, compound

Product 1

HCID 21425136N,N,N-Trimethyl-1-(trimethoxysilyl)ethan-1-aminium bromide

Conditions

Temperature: 80 °C

Procedure

One quarter mole of the alpha-bromoethyltrimethoxysilane (57.3g) is placed in an autoclave along with 17.7g of trimethylamine. The mixture is heated to 80° C. for 6 hours under 200 p.s.i. nitrogen. The excess trimethylamine is allowed to evaporate after the product has been removed from the autoclave, leaving the bromide salt of alpha-trimethylammonioethyltrimethyoxysilane bromide.

Workup

customto evaporate after the product
customhas been removed from the autoclave

Sources & evidence

ORD record: ord-e6a8100ada0744b9988790595bf0ec59
Source dataset: uspto-grants-1977_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04035411

Reaction notes

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