Sodium Iodide → 2-Iodo-1-morpholin-4-yl-ethanone

HRID 1725396

Reaction equation

HRID 1725396 reaction equation
Cl[CH2:2][C:3](=[O:10])[N:4]1[CH2:9][CH2:8][O:7][CH2:6][CH2:5]1.[I-:11].[Na+]>CC(=O)CC.C(OCC)(=O)C>[I:11][CH2:2][C:3](=[O:10])[N:4]1[CH2:9][CH2:8][O:7][CH2:6][CH2:5]1

Participants

5

Reactant 2

HCID 5238Sodium IodideHCID 74040Morpholine, 4-(chloroacetyl)-

Product 1

HCID 112653092-Iodo-1-morpholin-4-yl-ethanoneYield 86.1%

Reagents, catalysts & solvents 2

HCID 6569Methyl Ethyl KetoneSolventHCID 8857Ethyl AcetateSolvent

Procedure

Dissolve 1-chloro-2-oxo-2-(morpholin-4-yl)ethane (7.0 g, 42.8 mmol) and sodium iodide (8.0 g, 53.4 mmol) in 2-butanone (150 mL) and reflux for 3 hours under nitrogen. Dilute with ethyl acetate (200 mL), filter, concentrate under reduced pressure and chromatograph on flash silica using neat ethyl acetate to obtain 9.4 g (86%) of the title compound as a yellow oil.

Workup

  1. temperaturereflux for 3 hours under nitrogen
  2. filtrationfilter
  3. concentrationconcentrate under reduced pressure and chromatograph on flash silica using neat ethyl acetate

Sources & evidence

ORD record
ord-2071085a276e4d07919457a38f929a4a
Source dataset
uspto-grants-2009_02
Patent number
US07491716B2

Linked notes

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