Morpholine → HCID 23038984, compound

HRID 1709010Notes

Reaction equation

HRID 1709010 reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.Br[CH2:8][C:9]([C:11]1[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=1)=[O:10]>C1(C)C=CC=CC=1>[F:17][C:14]1[CH:15]=[CH:16][C:11]([C:9](=[O:10])[CH2:8][N:1]2[CH2:6][CH2:5][O:4][CH2:3][CH2:2]2)=[CH:12][CH:13]=1

Participants

4

Reactant 2

HCID 8083MorpholineHCID 967492-Bromo-1-(4-fluorophenyl)ethan-1-one

Product 1

HCID 23038984HCID 23038984, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

A solution of morpholine (16.0 g) in toluene (100 ml) is slowly added to a solution of 2-bromo-1-(4-fluorophenyl)-ethanone (20.0 g) in toluene (250 ml). The mixture is stirred overnight at room temperature and extracted with a 1-N aqueous solution of hydrochlorid acid (3×250 ml). The mixed aqueous phases are alcalinized with a 50% aqueous solution of sodium hydroxide (55 ml) and extracted with ethyl acetate (3×250 ml). The mixed organic phases are washed with water (3×100 ml) and dried over magnesium sulphate. The solvent is distilled in vacuo and the residue is dried in vacuo to constant weight to give 1-(4-fluorophenyl)-2-morpholino-ethanone which is a liquid.

Workup

  1. extractionextracted with a 1-N aqueous solution of hydrochlorid acid (3×250 ml)
  2. extractionextracted with ethyl acetate (3×250 ml)
  3. washThe mixed organic phases are washed with water (3×100 ml)
  4. dry with materialdried over magnesium sulphate
  5. distillationThe solvent is distilled in vacuo
  6. customthe residue is dried in vacuo to constant weight

Sources & evidence

ORD record
ord-811afb6249ed406cb3829b6396e13539
Source dataset
uspto-grants-1990_08
Patent number
US04946861

Reaction notes

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