Allyl iodide → Allyl Hexadecyl Dimethyl Ammonium Iodide

HRID 461607

Reaction equation

HRID 461607 reaction equation
[CH2:1]([I:4])[CH:2]=[CH2:3].[CH3:5][N:6]([CH3:23])[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22]>C(OCC)(=O)C>[I-:4].[CH2:1]([N+:6]([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])([CH3:5])[CH3:23])[CH:2]=[CH2:3]

Participants

4

Reactant 2

HCID 11166Allyl iodideHCID 16221Dimethylhexadecylamine

Product 1

HCID 21391586Allyl Hexadecyl Dimethyl Ammonium Iodide

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

16.8 grams of allyl iodide were dissolved in 44.6 grams of ethyl acetate and 27.8 grams of dimethyl hexadecyl amine were added slowly with stirring at room temperature. Within 15 minutes after the addition of the amine was complete, the viscosity of the solution increased and crystallization occurred. After 24 hours the crystals were filtered, washed with ethyl acetate, and dried. The colorless crystalline product contained 88% of the theoretical amount of iodide ion.

Workup

  1. temperaturethe viscosity of the solution increased
  2. customcrystallization
  3. filtrationAfter 24 hours the crystals were filtered
  4. washwashed with ethyl acetate
  5. customdried

Sources & evidence

ORD record
ord-8acba59821c743c79df5910d30972d67
Source dataset
uspto-grants-1977_12
Patent number
US04064091

Linked notes

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