Sodium Hydroxide → 1-Decanamine, N-isononyl-N-methyl-

HRID 486114Notes

Reaction equation

HRID 486114 reaction equation
[CH2:1]([NH:11][CH3:12])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].[CH2:13](Cl)[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH:19]([CH3:21])[CH3:20].[OH-].[Na+]>>[CH2:1]([N:11]([CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH:19]([CH3:21])[CH3:20])[CH3:12])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]

Participants

4

Reactant 3

HCID 14798Sodium HydroxideHCID 4181541N-MethyldecylamineHCID 15918114Isononyl chloride

Product 1

HCID 199379701-Decanamine, N-isononyl-N-methyl-Yield 83%

Conditions

Temperature
190 °C

Procedure

A mixture of 300 moles of decylmethylamine, 300 moles of isononyl chloride and 350 moles of 50% caustic soda, contained in a 50 gallon reactor, was heated for 6 hours at a temperature of 190° C. The organic mixture was cooled, washed with water and further purified by fractional distillation. The amination process afforded a yield of 83% decylisononylmethylamine. When nonyl chloride is used instead of isononyl chloride, the product is decylnonylmethylamine.

Workup

  1. customcontained in a 50 gallon reactor
  2. temperatureThe organic mixture was cooled
  3. washwashed with water
  4. distillationfurther purified by fractional distillation

Sources & evidence

ORD record
ord-639b88a4f6604c00a5dd9109711dece3
Source dataset
uspto-grants-1994_03
Patent number
US05290805

Reaction notes

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