Morpholine → 1-(4-Morpholino-3-(trifluoromethyl)phenyl)ethanone

HRID 1961463Notes

Reaction equation

HRID 1961463 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][C:3]=1[C:11]([F:14])([F:13])[F:12].[NH:15]1[CH2:20][CH2:19][O:18][CH2:17][CH2:16]1>O>[O:18]1[CH2:19][CH2:20][N:15]([C:2]2[CH:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][C:3]=2[C:11]([F:14])([F:13])[F:12])[CH2:16][CH2:17]1

Participants

4

Reactant 2

HCID 8083MorpholineHCID 6056784'-Fluoro-3'-(trifluoromethyl)acetophenone

Product 1

HCID 666331851-(4-Morpholino-3-(trifluoromethyl)phenyl)ethanone

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

1-(4-Fluoro-3-(trifluoromethyl)phenyl)ethanone (510.0 mg, 2.5 mmol) and morpholine (724.2 mg, 8.31 mmol) were placed in a screw cap pressure tube. The tube was sealed and the mixture heated to 100° C. for 20 hours. The mixture was allowed to cool. H2O was added and the product extracted with EtOAc. The combined organic extracts were washed with water, dried (MgSO4), filtered and concentrated. Purification was done by flash chromatography (Pet. Ether/EtOAc 4:1→3:2) to give 541.0 mg (84%) of the title substance

Workup

  1. customcap pressure tube
  2. customThe tube was sealed
  3. temperatureto cool
  4. extractionthe product extracted with EtOAc
  5. washThe combined organic extracts were washed with water
  6. dry with materialdried (MgSO4)
  7. filtrationfiltered
  8. concentrationconcentrated
  9. customPurification
  10. customto give 541.0 mg (84%) of the title substance

Sources & evidence

ORD record
ord-243d01ccab2442659b43abbc0fb22ef7
Source dataset
uspto-grants-2013_04
Patent number
US08415333B2

Reaction notes

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