Dimethylamine → 4-PHENYL-N,N-DIMETHYLBUTYLAMINE

HRID 2371527Notes

Reaction equation

HRID 2371527 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[CH3:12][NH:13][CH3:14].C(O)C.C(=O)(O)[O-].[Na+]>C1C=CC=CC=1.C(OCC)(=O)C>[CH3:12][N:13]([CH2:2][CH2:3][CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[CH3:14]

Participants

7

Reactant 4

HCID 674DimethylamineHCID 702EthanolHCID 2596681-Bromo-4-phenylbutaneHCID 516892Sodium Bicarbonate

Product 1

HCID 135467464-PHENYL-N,N-DIMETHYLBUTYLAMINE

Reagents, catalysts & solvents 2

HCID 241BenzeneSolventHCID 8857Ethyl AcetateSolvent

Procedure

To 426 mg of the colorless liquid (4-bromobutyl)benzene were added 1.05 ml of 50% dimethylamine aqueous solution and 1 ml of ethanol, and the mixture was stirred at a room temperature for 520 minutes. To the reaction mixture were added 30 ml of ethyl acetate and 10 ml of 5% sodium bicarbonate aqueous solution. The separated organic layer was washed with a saturated sodium chloride aqueous solution, dried over magnesium sulfate, and evaporated under a reduced pressure to obtain a residue. To the residue was added 20 ml of benzene, then was washed with water and a saturated sodium chloride aqueous solution, dried over magnesium sulfate, and evaporated under a reduced pressure to obtain 287 mg of the title compound as colorless liquid.

Workup

  1. washThe separated organic layer was washed with a saturated sodium chloride aqueous solution
  2. dry with materialdried over magnesium sulfate
  3. customevaporated under a reduced pressure
  4. customto obtain a residue
  5. washwas washed with water
  6. dry with materiala saturated sodium chloride aqueous solution, dried over magnesium sulfate
  7. customevaporated under a reduced pressure

Sources & evidence

ORD record
ord-37fe553c2f3b445f9e3939a4189e073f
Source dataset
uspto-grants-1992_03
Patent number
US05093370

Reaction notes

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