Morpholine → 1-(2,4-Dichlorophenyl)-2-morpholin-4-ylethan-1-one

HRID 1825449Notes

Reaction equation

HRID 1825449 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]([Cl:12])[CH:9]=[CH:8][C:3]=1[C:4](=[O:7])[CH2:5]Cl.[NH:13]1[CH2:18][CH2:17][O:16][CH2:15][CH2:14]1>CN(C=O)C>[Cl:1][C:2]1[CH:11]=[C:10]([Cl:12])[CH:9]=[CH:8][C:3]=1[C:4](=[O:7])[CH2:5][N:13]1[CH2:18][CH2:17][O:16][CH2:15][CH2:14]1

Participants

4

Reactant 2

HCID 8083MorpholineHCID 202502,2',4'-Trichloroacetophenone

Product 1

HCID 221428751-(2,4-Dichlorophenyl)-2-morpholin-4-ylethan-1-one

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

1 mmol of 2,4-dichlorophenacyl chloride in DMF was added drop wise to 10 mnmol morpholine in DMF at room temperature for fourteen hours. The reaction mixture was concentrated in vacuo and diluted with water and ethyl acetate. The solution was extracted three times with ethyl acetate, dried over sodium sulfate, and purified by column chromatography eluting with 50% ethyl acetate and 50% hexane to obtain 1-(2,4-dichlorophenyl)-2-morpholin-4-ylethan-1-one.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. additiondiluted with water and ethyl acetate
  3. extractionThe solution was extracted three times with ethyl acetate
  4. dry with materialdried over sodium sulfate
  5. custompurified by column chromatography
  6. washeluting with 50% ethyl acetate and 50% hexane

Sources & evidence

ORD record
ord-9eeae8f4178048f884393a0f6d62650e
Source dataset
uspto-grants-2006_05
Patent number
US07045519B2

Reaction notes

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