N-Methylbutylamine → Acetamide, 2-bromo-N-butyl-N-methyl-

HRID 1006748Notes

Reaction equation

HRID 1006748 reaction equation
[CH2:1]([NH:5][CH3:6])[CH2:2][CH2:3][CH3:4].[Br:7][CH2:8][C:9](Br)=[O:10]>CCOCC.O>[Br:7][CH2:8][C:9]([N:5]([CH2:1][CH2:2][CH2:3][CH3:4])[CH3:6])=[O:10]

Participants

5

Reactant 2

HCID 8068N-MethylbutylamineHCID 61147Bromoacetyl bromide

Product 1

HCID 10798390Acetamide, 2-bromo-N-butyl-N-methyl-

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3283Diethyl EtherSolvent2×

Procedure

26 g of butylmethylamine in solution in 120 ml of ether were added to a solution, cooled down to −20° C., of 11.9 ml of bromo-acetyl bromide in 180 ml of ether. The temperature was returned to 20° C. and the mixture was stirred for 30 minutes, diluted with water and extracted with ether. The extracts were evaporated to dryness under reduced pressure. The 27.4 g of residue were distilled under reduced pressure (0.05 mbar) at 79° C. to 83° C. to obtain 19.36 g of the desired product.

Workup

  1. customwas returned to 20° C.
  2. extractionextracted with ether
  3. customThe extracts were evaporated to dryness under reduced pressure
  4. distillationThe 27.4 g of residue were distilled under reduced pressure (0.05 mbar) at 79° C. to 83° C.

Sources & evidence

ORD record
ord-f36f41cd5feb496c8b217f416d0d6aa0
Source dataset
uspto-grants-2004_09
Patent number
US06790971B1

Reaction notes

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