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

HRID 1886244Notes

Reaction equation

HRID 1886244 reaction equation
[Br:1][CH2:2][C:3](Br)=[O:4].[CH2:6]([NH:10][CH3:11])[CH2:7][CH2:8][CH3:9]>CCOCC.O>[Br:1][CH2:2][C:3]([N:10]([CH2:6][CH2:7][CH2:8][CH3:9])[CH3:11])=[O:4]

Participants

5

Procedure

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

Workup

  1. customreturned to 20° C
  2. extractionextracted with ether
  3. customThe ether phase was evaporated to dryness under reduced pressure
  4. distillationthe 27.4 g of residue were distilled under reduced pressure (0.05 mbar) at 79°/83° C.

Sources & evidence

ORD record
ord-c6de9f71ed014ae08f57a8cb0787282e
Source dataset
uspto-grants-1992_09
Patent number
US05149696

Reaction notes

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