1-Heptanamine → 2-bromo-n-heptylacetamide

HRID 1064795Notes

Reaction equation

HRID 1064795 reaction equation
[CH2:1]([NH2:8])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7].[Br:9][CH2:10][C:11](Br)=[O:12]>C1COCC1>[Br:9][CH2:10][C:11]([NH:8][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7])=[O:12]

Participants

4

Procedure

To a solution of n-heptylamine (2.30 g, 20 mmol) in THF (20 ml) was dropped a solution of bromoacetyl bromide (2.02 g, 10 mmol) in THF (10 ml) with ice-cooling and stirring and the mixture was stirred at 0° C. for 1 hour. The reaction solution was concentrated in vacuo, water was added to the residue and the mixture was extracted with ether. The organic layer was washed with water and a saturated sodium chloride solution successively and dried over anhydrous sodium sulfate and the solvent was evaporated therefrom to provide 2.36 g (yield 99%) of crude 2-bromo-N-heptylacetamide as oil.

Workup

  1. temperaturecooling
  2. stirringthe mixture was stirred at 0° C. for 1 hour
  3. concentrationThe reaction solution was concentrated in vacuo, water
  4. additionwas added to the residue
  5. extractionthe mixture was extracted with ether
  6. washThe organic layer was washed with water
  7. dry with materiala saturated sodium chloride solution successively and dried over anhydrous sodium sulfate
  8. customthe solvent was evaporated

Sources & evidence

ORD record
ord-a7664e5a95d24c09b0a5613e119d3f86
Source dataset
uspto-grants-2005_11
Patent number
US06969711B2

Reaction notes

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