Sodium Hydroxide → (6-Bromohexyl)trimethylammonium Bromide

HRID 1941011Notes

Reaction equation

HRID 1941011 reaction equation
[Br-:1].[Br:2]CC[CH2:5][N+:6]([CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14]CCCCCC)([CH3:8])[CH3:7].[OH-].[Na+]>CO>[Br-:2].[Br:1][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][N+:6]([CH3:5])([CH3:7])[CH3:8]

Participants

4

Conditions

Temperature
65 °C

Procedure

Six percent crosslinked poly(allylamine) was made as stated in Example 82. To a flask were added the crosslinked poly(allylamine) (12.5 grams; 6% crosslinked; ground to ~30 mesh), (3-bromopropyl)dodecyldimethylammonium bromide (17.5 grams; made by reaction of 1,3-dibromopropane and N,N-dimethyl-1-aminododecane in diethyl ether), and methanol (334 mL). The mixture was heated to 65° C. with stirring. Upon reaching 65° C., aqueous sodium hydroxide (1.14 grams of 50% solution) was added and the stirring continued at 65° C. for 2 hours. Two additional aliquots of aqueous sodium hydroxide (1.14 grams of 50% solution) were sequentially added and the stirring continued at 65° C. for an additional 2 hours for each aliquot. Aqueous sodium hydroxide (1.14 grams of 50% solution) was then added and the stirring continued at 65° C. for an additional 12 hours. The mixture was then allowed to cool to room temperature.

Workup

  1. customUpon reaching 65° C.
  2. waitthe stirring continued at 65° C. for an additional 2 hours for each aliquot
  3. waitthe stirring continued at 65° C. for an additional 12 hours
  4. temperatureto cool to room temperature

Sources & evidence

ORD record
ord-8a7d92446c7341d1818cb9fec649c4a9
Source dataset
uspto-grants-1997_12
Patent number
US05702696

Reaction notes

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