Diethylamine → HCID 19907465, compound

HRID 2371540Notes

Reaction equation

HRID 2371540 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19]Br)=[CH:10][CH:9]=1.[CH2:21]([NH:23][CH2:24][CH3:25])[CH3:22]>C(O)C>[CH2:21]([N:23]([CH2:24][CH3:25])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][N:23]([CH2:24][CH3:25])[CH2:21][CH3:22])=[CH:10][CH:9]=1)[CH3:22]

Participants

4

Reactant 2

HCID 8021DiethylamineHCID 19907341HCID 19907341, compound

Product 1

HCID 19907465HCID 19907465, compoundYield 91.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

First, 0.42 g of 1,4-bis(6-bromohexyl)benzene and 0.44 g of diethylamine were dissolved in 5 ml of absolute ethanol, and the mixture was refluxed for 2 hours. After removing the solvent under a reduced pressure and adding chloroform, the mixture was evaporated under a reduced pressure. The residue was acidified with 1N hydrochloric acid, washed with chloroform, alkalized with 10% sodium hydroxide, subjected to salting out, and extracted with total 80 ml of chloroform. The extract was washed with water and a saturated sodium chloride aqueous solution, dried over magnesium sulfate, and evaporated under a reduced pressure to obtain 0.37 g of the title compound as a pale yellow liquid.

Workup

  1. temperaturethe mixture was refluxed for 2 hours
  2. customAfter removing the solvent under a reduced pressure
  3. additionadding chloroform
  4. customthe mixture was evaporated under a reduced pressure
  5. washwashed with chloroform
  6. extractionextracted with total 80 ml of chloroform
  7. washThe extract was washed with water
  8. dry with materiala saturated sodium chloride aqueous solution, dried over magnesium sulfate
  9. customevaporated under a reduced pressure

Sources & evidence

ORD record
ord-6b0139fff1fa4e6d9e228333ea1fe081
Source dataset
uspto-grants-1992_03
Patent number
US05093370

Reaction notes

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