Allyl bromide → HCID 11521507, compound

HRID 1872477Notes

Reaction equation

HRID 1872477 reaction equation
[CH2:1]([Br:4])[CH:2]=[CH2:3].C(NCC)C.Br.C([NH3+])C=C.[CH2:15]([N:18]([CH2:21][CH3:22])[CH2:19][CH3:20])[CH:16]=[CH2:17]>CC(C)=O>[Br-:4].[CH2:19]([N+:18]([CH2:21][CH3:22])([CH2:15][CH:16]=[CH2:17])[CH2:1][CH:2]=[CH2:3])[CH3:20]

Participants

6

Reactant 4

HCID 7841Allyl bromideHCID 8021DiethylamineHCID 797482-Propen-1-amine, N,N-diethyl-HCID 131721961HCID 131721961, compound

Product 1

HCID 11521507HCID 11521507, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

The diethyidiallylammonium bromide monomer was prepared in two steps. 60.5 Grams (0.5 mol) of allyl bromide were slowly added to 160 grams (2.20 mol) of diethylamine in 100 milliliters of acetone. After about 15 minutes, the solution became cloudy and white crystals of the byproduct, allyl ammonium hydrogen bromide, were formed. The solution containing allyldiethyl amine was filtered, and distilled at 112° C. under nitrogen to purify the material. The allyldiethyl amine was redissolved in 200 milliliters of acetone, and more allyl bromide added slowly. Crystals of the product, diallydiethylammonium bromide, precipitated out immediately. The product was recovered by filtration and washed with several quantities of acetone, and dried under vacuum.

Workup

  1. customwere formed
  2. filtrationwas filtered
  3. distillationdistilled at 112° C. under nitrogen
  4. customto purify the material
  5. dissolutionThe allyldiethyl amine was redissolved in 200 milliliters of acetone
  6. additionmore allyl bromide added slowly
  7. customCrystals of the product, diallydiethylammonium bromide, precipitated out immediately
  8. filtrationThe product was recovered by filtration
  9. washwashed with several quantities of acetone
  10. customdried under vacuum

Sources & evidence

ORD record
ord-5519be56567f460a895a8b94182e346a
Source dataset
uspto-grants-2000_08
Patent number
US06110636

Reaction notes

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