Water → 4-Bromo-N,N-diisopropylbenzylamine

HRID 278572Notes

Reaction equation

HRID 278572 reaction equation
[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6]Br)=[CH:4][CH:3]=1.[CH:10]([NH:13][CH:14]([CH3:16])[CH3:15])([CH3:12])[CH3:11].C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][N:13]([CH:14]([CH3:16])[CH3:15])[CH:10]([CH3:12])[CH3:11])=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 962WaterHCID 7912DiisopropylamineHCID 11430Potassium CarbonateHCID 685274-Bromobenzyl bromide

Product 1

HCID 5987704-Bromo-N,N-diisopropylbenzylamine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 4-bromobenzylbromide (5.0 g), N,N-diisopropylamine (7.85 ml) and potassium carbonate (2.76 g) in dimethylformamide (50 ml) was stirred at 80° C. for 2 hours. To the mixture was added water, and the mixture was extracted with ether. The extract was washed with water, dried (MgSO4) and concentrated to give the title compound (5.0 g).

Workup

  1. extractionthe mixture was extracted with ether
  2. washThe extract was washed with water
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-0947629a38f245a280dfe00ef647a3cd
Source dataset
uspto-grants-2002_03
Patent number
US06359134B1

Reaction notes

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