Lauryldimethylamine → HCID 86754057, compound

HRID 1740346Notes

Reaction equation

HRID 1740346 reaction equation
[CH3:1][N:2]([CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15])[CH3:3].[Br:16]C[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][Cl:23].[C:24](OC)(C)(C)C>>[Br-:16].[Cl:23][CH:22]([CH2:21][CH2:20][CH2:19][CH3:18])[CH2:3][N+:2]([CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15])([CH3:24])[CH3:1]

Participants

4

Reactant 3

HCID 8168LauryldimethylamineHCID 15413tert-Butyl methyl ether2×HCID 805161-Bromo-6-chlorohexane

Product 1

HCID 86754057HCID 86754057, compound

Conditions

Temperature
58 °C

Procedure

To a 500 mL, round-bottomed flask equipped with air condensers and magnetic stirring was charged N,N-dimethyldodecylamine (95.13 grams, 0.513 moles), 1-bromo-6-chlorohexane (102.40 grams, 0.513 moles) and tert-butylmethylether (200 mL). The reaction was maintained at 58° C. for 14 hours. During this time a white precipitate formed. The reaction was cooled to room temperature and tert-butylmethylether (350 mL) was added. Solids were collected by vacuum filtration. The mother liquor was allowed to react further at 60° C. and solids were collected in a similar fashion. The combined solids were dried in a vacuum oven at 35° C. for 24 hours, yielding 127.36 grams.

Workup

  1. customTo a 500 mL, round-bottomed flask equipped with air condensers
  2. customDuring this time a white precipitate formed
  3. temperatureThe reaction was cooled to room temperature
  4. filtrationSolids were collected by vacuum filtration
  5. customto react further at 60° C.
  6. customsolids were collected in a similar fashion
  7. customThe combined solids were dried in a vacuum oven at 35° C. for 24 hours
  8. customyielding 127.36 grams

Sources & evidence

ORD record
ord-fd320583af8c4af3843f1bec528f7f73
Source dataset
uspto-grants-1999_10
Patent number
US05969090

Reaction notes

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