Sodium Iodide → HCID 21409949, compound

HRID 2072011Notes

Reaction equation

HRID 2072011 reaction equation
[CH3:1][NH:2][C:3]([CH3:15])([CH3:14])[CH2:4][NH:5][C:6](=[O:13])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[CH2:16](Br)[CH:17]=[CH2:18].C(=O)([O-])[O-].[Na+].[Na+].[I-].[Na+]>CCC(C)=O>[CH2:18]([CH2:1][NH:2][C:3]([CH3:15])([CH3:14])[CH2:4][NH:5][C:6](=[O:13])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[CH:17]=[CH2:16]

Participants

6

Reactant 4

HCID 5238Sodium IodideHCID 7841Allyl bromideHCID 10340Sodium CarbonateHCID 21409819N-[2-Methylamino-2-methylpropyl]benzamide

Product 1

HCID 21409949HCID 21409949, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent2×

Procedure

A solution of N-[2-methylamino-2-methylpropyl]benzamide (1. g.,) in MEK (25 ml.) was added to a solution of allyl bromide (0.58 g.,) in MEK (25 ml.) containing sodium carbonate (0.55 g.,) and a few crystals of sodium iodide. The mixture was refluxed for 24 hrs. The inorganic solids were filtered off and the filtrant concentrated by evaporation under reduced pressure. The liquid residue was eluted down an alumina column with ethyl acetate to give N-[2-(allylmethylamino)-2-methylpropyl]benzamide 1.1 g.

Workup

  1. temperatureThe mixture was refluxed for 24 hrs
  2. filtrationThe inorganic solids were filtered off
  3. concentrationthe filtrant concentrated by evaporation under reduced pressure
  4. washThe liquid residue was eluted down an alumina column with ethyl acetate

Sources & evidence

ORD record
ord-bb395d98b9364963be2b85640abfca96
Source dataset
uspto-grants-1977_09
Patent number
US04049663

Reaction notes

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