N-Methyldioctylamine → HCID 21838494, compound

HRID 1075410Notes

Reaction equation

HRID 1075410 reaction equation
[CH3:1][N:2]([CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].[Br:19][CH2:20][CH2:21][CH2:22][CH2:23][Cl:24]>CO>[Br-:19].[Cl:24][CH2:23][CH2:22][CH2:21][CH2:20][N+:2]([CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10])([CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[CH3:1]

Participants

4

Reactant 2

HCID 78202N-MethyldioctylamineHCID 813641-Bromo-4-chlorobutane

Product 1

HCID 21838494HCID 21838494, compoundYield 98.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
68 °C

Procedure

To a 500 mL, round-bottomed flask equipped with air condensers and magnetic stirring was charged N-methyldioctylamine (201.83 grams, 0.790 moles), 1-bromo-4-chlorobutane (135.517 grams, 0.790 moles) and methanol (250 mL). The reaction was maintained at 68° C. for 48 hours. The reaction was cooled to room temperature. Solvent was removed by rotary evaporation until a thick oil remained. Solvent removal was continued under high vacuum at 50° C., yielding 333.53 grams of a thick brown oil.

Workup

  1. customTo a 500 mL, round-bottomed flask equipped with air condensers
  2. temperatureThe reaction was cooled to room temperature
  3. customSolvent was removed by rotary evaporation until a thick oil
  4. customSolvent removal
  5. customwas continued under high vacuum at 50° C.

Sources & evidence

ORD record
ord-2fed7085e11e428586a2f585f9a49f84
Source dataset
uspto-grants-1999_05
Patent number
US05900475

Reaction notes

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