Morpholine → HCID 13022013, compound

HRID 1768579Notes

Reaction equation

HRID 1768579 reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.Br[CH:8]([CH3:14])[C:9]([O:11][CH2:12][CH3:13])=[O:10]>C1C=CC=CC=1>[O:4]1[CH2:5][CH2:6][N:1]([CH:8]([CH3:14])[C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH2:2][CH2:3]1

Participants

4

Procedure

3.5 g (40 mmole) of morpholine were added to a mixture of 3.6 g (20 mmole) of ethyl 2-bromopropionate and 50 ml of dry benzene, and then the mixture was heated under reflux for 7 hours. At the end of this time, the reaction mixture was filtered, the filtrate was concentrated by evaporation under reduced pressure, and the residue was dissolved in chloroform. The resulting solution was washed with water, dried, and concentrated by evaporation under reduced pressure, to give 3.19 g of ethyl 2-morpholinopropionate. 10 ml of methanol and 10 ml of a concentrated aqueous solution of ammonium hydroxide were then added to 3.1 g (16.6 mmole) of this ethyl 2-morpholinopropionate, and the resulting mixture was heated under reflux for 28 hours. At the end of this time, the reaction mixture was concentrated by evaporation under reduced pressure, and the residue was dried by heating it under reduced pressure, to give 2-morpholinopropionamide as a precipitate.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 7 hours
  3. filtrationAt the end of this time, the reaction mixture was filtered
  4. concentrationthe filtrate was concentrated by evaporation under reduced pressure
  5. dissolutionthe residue was dissolved in chloroform
  6. washThe resulting solution was washed with water
  7. customdried
  8. concentrationconcentrated by evaporation under reduced pressure

Sources & evidence

ORD record
ord-dcea274e4e474db4939d2ccff18cd97d
Source dataset
uspto-grants-1995_01
Patent number
US05378690

Reaction notes

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