Allyl bromide → HCID 86744382, compound

HRID 1110682Notes

Reaction equation

HRID 1110682 reaction equation
[CH2:1]([N:8]([CH2:16][CH2:17][O:18][CH2:19][CH2:20][O:21][CH3:22])[CH2:9][CH2:10][O:11][CH2:12][CH2:13][O:14][CH3:15])[CH2:2][O:3][CH2:4][CH2:5][O:6][CH3:7].[CH2:23]([Br:26])[CH:24]=[CH2:25]>CC(C)=O>[Br-:26].[CH2:25]([N+:8]([CH2:16][CH2:17][O:18][CH2:19][CH2:20][O:21][CH3:22])([CH2:9][CH2:10][O:11][CH2:12][CH2:13][O:14][CH3:15])[CH2:1][CH2:2][O:3][CH2:4][CH2:5][O:6][CH3:7])[CH:24]=[CH2:23]

Participants

4

Reactant 2

HCID 7841Allyl bromideHCID 112414Ethanamine, 2-(2-methoxyethoxy)-N,N-bis[2-(2-methoxyethoxy)ethyl]-

Product 1

HCID 86744382HCID 86744382, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Into a 500 ml flask fitted with a reflux condenser and a heating mantle was placed tris(3,6-dioxaheptyl)amine (14.55 g, 45 mmoles) and 150 ml acetone. Allyl bromide (6.53 g, 54 mmoles, 20% excess) was added and the solution brought to reflux. After 28 hours the 1H-NMR spectrum indicated that the starting amine had been consumed. Removal of the solvent in vacuo gave crude product, N-(2-propeny)-N,N,N-tris(3,6-dioxaheptyl)ammonium bromide, as an amber oil (yield 19.66 g, 98%).

Workup

  1. customInto a 500 ml flask fitted with a reflux condenser
  2. temperatureto reflux
  3. customhad been consumed
  4. customRemoval of the solvent in vacuo

Sources & evidence

ORD record
ord-0a8ed333357745d38889add41b90c789
Source dataset
uspto-grants-1990_12
Patent number
US04976874

Reaction notes

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