Morpholine → HCID 53743628, compound

HRID 1069203Notes

Reaction equation

HRID 1069203 reaction equation
[CH2:1]([O:8][N:9]=[C:10]([CH2:17][CH3:18])[C:11](=[O:16])[C:12]([O:14]C)=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH:19]1[CH2:24][CH2:23][O:22][CH2:21][CH2:20]1>>[CH2:1]([O:8][N:9]=[C:10]([CH2:17][CH3:18])[C:11](=[O:16])[C:12]([N:19]1[CH2:24][CH2:23][O:22][CH2:21][CH2:20]1)=[O:14])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 8083MorpholineHCID 53634245HCID 53634245, compound

Product 1

HCID 53743628HCID 53743628, compoundYield 56%

Conditions

Temperature
100 °C

Procedure

10.0 g (0.04 mol) of methyl 3-benzyloxyimino-2-oxovalerate and 20 ml of morpholine were combined and the mixture was stirred for 3 hours at 100° C. After distilling the morpholine off under reduced pressure, 100 ml of water was added and the mixture was extracted three times with 100 ml of diethylether. After washing with water and a saturated aqueous sodium chloride followed by anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure to obtain a residue, which was purified by a column chromatography on a silica gel (n-hexane/ethyl acetate) to obtain 6.78 g (yield: 56%) of 4-(3-benzyloxyimino-2-oxovaleryl)morpholine as a white solid.

Workup

  1. distillationAfter distilling the morpholine off under reduced pressure, 100 ml of water
  2. additionwas added
  3. extractionthe mixture was extracted three times with 100 ml of diethylether
  4. washAfter washing with water
  5. distillationthe solvent was distilled off under reduced pressure
  6. customto obtain a residue, which
  7. customwas purified by a column chromatography on a silica gel (n-hexane/ethyl acetate)

Sources & evidence

ORD record
ord-2a61df43da7d402fa6c9361873f60f51
Source dataset
uspto-grants-2001_06
Patent number
US06251949B1

Reaction notes

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