Isobutylamine → 2-Isobutylamino-1-morpholin-4-yl-ethanone

HRID 1814733Notes

Reaction equation

HRID 1814733 reaction equation
Br[CH2:2][C:3]([N:5]1[CH2:10][CH2:9][O:8][CH2:7][CH2:6]1)=[O:4].[CH2:11]([NH2:15])[CH:12]([CH3:14])[CH3:13]>C1COCC1>[CH2:11]([NH:15][CH2:2][C:3]([N:5]1[CH2:10][CH2:9][O:8][CH2:7][CH2:6]1)=[O:4])[CH:12]([CH3:14])[CH3:13]

Participants

4

Reactant 2

HCID 6558IsobutylamineHCID 139968762-Bromo-1-(morpholin-4-yl)ethan-1-one

Product 1

HCID 224987892-Isobutylamino-1-morpholin-4-yl-ethanoneYield 40%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

N-Bromoacetyl-morpholine (3.73 g, 18 mmol) was dissolved in 20 mL of THF. Isobutylamine (5.40 mL, 54.0 mmol) was added. The reaction mixture was stirred at room temperature for 24 h. Solvent and excess reagent were removed in vacuo. The residue was treated with ether. The resulting solid was removed by filtration and washed with ether. The filtrate was concentrated under reduced pressure to give 2-isobutylamino-1-morpholin-4-yl-ethanone (1.43 g, 40%) as a clear oil.

Workup

  1. customSolvent and excess reagent were removed in vacuo
  2. additionThe residue was treated with ether
  3. customThe resulting solid was removed by filtration
  4. washwashed with ether
  5. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-b60a142bd49e437abd10f9fcd62d0c4a
Source dataset
uspto-grants-2005_04
Patent number
US06878706B1

Reaction notes

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