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

HRID 726096Notes

Reaction equation

HRID 726096 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

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

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 butylmethyl amine in solution in 120 ml of ether and then the temperature returned to 20° C. The mixture was stirred for 30 minutes 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.
  5. customto obtain

Sources & evidence

ORD record
ord-80483b027e8842b2b353a06affbbfef9
Source dataset
uspto-grants-1998_01
Patent number
US05707982

Reaction notes

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