Sodium Hydroxide → 2-Aminomethyl-4-(4-fluorobenzyl)morpholine

HRID 1608211Notes

Reaction equation

HRID 1608211 reaction equation
C([NH:4][CH2:5][CH:6]1[O:11][CH2:10][CH2:9][N:8]([CH2:12][C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=2)[CH2:7]1)(=O)C.[OH-].[Na+]>Cl>[NH2:4][CH2:5][CH:6]1[O:11][CH2:10][CH2:9][N:8]([CH2:12][C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=2)[CH2:7]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 10683176N-({4-[(4-Fluorophenyl)methyl]morpholin-2-yl}methyl)acetamide

Product 1

HCID 102427352-Aminomethyl-4-(4-fluorobenzyl)morpholine

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of 2-acetylaminomethyl-4-(4-fluorobenzyl)morpholine (3.0 g) in 10% hydrochloric acid (50 ml) is refluxed with stirring for 4 hours. The reaction mixture is adjusted to pH 11 with aqueous sodium hydroxide solution and extracted with chloroform. 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. extractionextracted with chloroform
  2. washThe organic layer is washed successively with water and saturated aqueous sodium chloride solution
  3. dry with materialdried over magnesium sulfate
  4. customRemoval of the solvent under reduced pressure

Sources & evidence

ORD record
ord-5294a44b751645709e9b69ea735d3844
Source dataset
uspto-grants-1989_09
Patent number
US04870074

Reaction notes

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