1,10-Dibromodecane → 1,10-Bis(diallylmethylammonio)decane Dibromide

HRID 397221Notes

Reaction equation

HRID 397221 reaction equation
[CH2:1]([CH:4]([NH2:8])[CH2:5][CH:6]=[CH2:7])[CH:2]=[CH2:3].[Br:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19]Br>CO>[Br-:9].[Br-:9].[CH2:1]([CH:4]([NH2+:8][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][NH2+:8][CH:4]([CH2:5][CH:6]=[CH2:7])[CH2:1][CH:2]=[CH2:3])[CH2:5][CH:6]=[CH2:7])[CH:2]=[CH2:3]

Participants

4

Reactant 2

HCID 2214831,10-DibromodecaneHCID 12791689Hepta-1,6-dien-4-amine

Product 1

HCID 219098721,10-Bis(diallylmethylammonio)decane DibromideYield 220.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
65 °C

Procedure

To a 1 L Morton flask was added diallylmethylamine (86.1 g), 1,10-dibromodecane (112 g), and methanol (100 mL). The mixture was heated to 65° C. for 24 h, and then allowed to cool to room temperature. The solvent was removed by rotary vacuum evaporation. Diethylether (400 mL) was added and the mixture was stirred for 1 hr. The mixture was allowed to settle and the top layer was decanted and discarded. The remaining oil was dried by rotary vacuum evaporation to yield 215 g of product.

Workup

  1. temperatureto cool to room temperature
  2. customThe solvent was removed by rotary vacuum evaporation
  3. additionDiethylether (400 mL) was added
  4. customthe top layer was decanted
  5. customThe remaining oil was dried by rotary vacuum evaporation

Sources & evidence

ORD record
ord-535e6e150f454d8698589e1e8b76a081
Source dataset
uspto-grants-2003_08
Patent number
US06610283B1

Reaction notes

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