Diethylamine → HCID 19907437, compound

HRID 2371556Notes

Reaction equation

HRID 2371556 reaction equation
Br[CH2:2][CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:16]=[CH:15][C:14]([CH2:17][CH2:18][CH2:19]Br)=[CH:13][CH:12]=2)=[CH:7][CH:6]=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][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:16]=[CH:15][C:14]([CH2:17][CH2:18][CH2:19][N:23]([CH2:24][CH3:25])[CH2:21][CH3:22])=[CH:13][CH:12]=2)=[CH:7][CH:6]=1)[CH3:22]

Participants

4

Reactant 2

HCID 8021DiethylamineHCID 19789031HCID 19789031, compound

Product 1

HCID 19907437HCID 19907437, compoundYield 84.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 515 mg of 4,4'-bis(3-bromopropyl)biphenyl and 0.95 g of diethylamine in 1.3 ml of ethanol was refluxed in a flask equipped with a balloon for 2 hours, cooled, and concentrated under a reduced pressure. To the concentrate was added 5% sodium bicarbonate aqueous solution, the mixture was extracted three times with 50 ml benzene. The extract was washed with 5% sodium bicarbonate aqueous solution and a saturated sodium chloride aqueous solution, dried over magnesium sulfate, concentrated under a reduced pressure to and dried in vacuo obtain 420 mg of the title compound as a yellow oil.

Workup

  1. customequipped with a balloon for 2 hours
  2. temperaturecooled
  3. concentrationconcentrated under a reduced pressure
  4. additionTo the concentrate was added 5% sodium bicarbonate aqueous solution
  5. extractionthe mixture was extracted three times with 50 ml benzene
  6. washThe extract was washed with 5% sodium bicarbonate aqueous solution
  7. dry with materiala saturated sodium chloride aqueous solution, dried over magnesium sulfate
  8. concentrationconcentrated under a reduced pressure to and
  9. customdried in vacuo

Sources & evidence

ORD record
ord-4fa6a943091f416495624651f7849705
Source dataset
uspto-grants-1992_03
Patent number
US05093370

Reaction notes

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