Allyl bromide → HCID 19702689, compound

HRID 861269Notes

Reaction equation

HRID 861269 reaction equation
[CH2:1]([C:4]1[CH:11]=[CH:10][CH:9]=[CH:8][C:5]=1[NH:6][CH3:7])[CH:2]=[CH2:3].C(=O)([O-])[O-].[Na+].[Na+].[CH2:18](Br)[CH:19]=[CH2:20]>O>[CH2:18]([N:6]([CH3:7])[C:5]1[CH:8]=[CH:9][CH:10]=[CH:11][C:4]=1[CH2:1][CH:2]=[CH2:3])[CH:19]=[CH2:20]

Participants

5

Reactant 3

HCID 7841Allyl bromideHCID 10340Sodium CarbonateHCID 12437299HCID 12437299, compound

Product 1

HCID 19702689HCID 19702689, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2-Allyl-N-methylaniline (14.7 g, 0.10 mol) is heated to 80° C. in the presence of 2M sodium carbonate solution (75 ml) and allyl bromide (14.1 g, 0.116 mol) for 6 hours. The mixture is diluted with water and extracted with ether twice (150 and 75 ml portions). The extracts are washed with water and brine, dried over potassium carbonate, and concentrated to an oil. The oil is distilled on a Kugelrohr apparatus to provide pure N,2-diallyl-N-methylaniline.

Workup

  1. extractionextracted with ether twice (150 and 75 ml portions)
  2. washThe extracts are washed with water and brine
  3. dry with materialdried over potassium carbonate
  4. concentrationconcentrated to an oil
  5. distillationThe oil is distilled on a Kugelrohr apparatus

Sources & evidence

ORD record
ord-9574bc0839bb4b19a06ebae50afaf488
Source dataset
uspto-grants-1998_02
Patent number
US05714304

Reaction notes

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