2-Acetylaminomethyl-4-[3-(4-chlorophenoxy)propyl]morpholine → 4-[3-(4-Chlorophenoxy)propyl]-2-morpholinemethanamine

HRID 1608212Notes

Reaction equation

HRID 1608212 reaction equation
C([NH:4][CH2:5][CH:6]1[O:11][CH2:10][CH2:9][N:8]([CH2:12][CH2:13][CH2:14][O:15][C:16]2[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=2)[CH2:7]1)(=O)C>[OH-].[Na+]>[NH2:4][CH2:5][CH:6]1[O:11][CH2:10][CH2:9][N:8]([CH2:12][CH2:13][CH2:14][O:15][C:16]2[CH:17]=[CH:18][C:19]([Cl:22])=[CH:20][CH:21]=2)[CH2:7]1

Participants

3

Reactant 1

HCID 198486002-Acetylaminomethyl-4-[3-(4-chlorophenoxy)propyl]morpholine

Product 1

HCID 148818524-[3-(4-Chlorophenoxy)propyl]-2-morpholinemethanamine

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

A mixture of 2-acetylaminomethyl-4-[3-(4-chlorophenoxy)propyl]morpholine (3.3 g) and 10% aqueous sodium hydroxide solution (60 ml) is refluxed with stirring for 20 hours. The reaction mixture is extracted with chloroform, and the organic layer is washed successively with water and saturated aqueous sodium chloride solution, and dried over magnesium sulfate. Removal of the solvent under reduced pressure gives the title compound as an oil.

Workup

  1. temperatureis refluxed
  2. extractionThe reaction mixture is extracted with chloroform
  3. washthe organic layer is washed successively with water and saturated aqueous sodium chloride solution
  4. dry with materialdried over magnesium sulfate
  5. customRemoval of the solvent under reduced pressure

Sources & evidence

ORD record
ord-99ec2f09319c4b6e87653151cb61e304
Source dataset
uspto-grants-1989_09
Patent number
US04870074

Reaction notes

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