Morpholine → 4-(morpholin-4-yl)butan-2-ol

HRID 232254Notes

Reaction equation

HRID 232254 reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.Cl[CH2:8][CH2:9][CH:10]([OH:12])[CH3:11]>CC#N>[CH3:11][CH:10]([OH:12])[CH2:9][CH2:8][N:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 8083MorpholineHCID 124844794-Chlorobutan-2-ol

Product 1

HCID 145556014-(morpholin-4-yl)butan-2-ol

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To 100 mL of CH3CN is added morpholine (9.6 g, 0.11 mol) and 4-chloro-2-butanol (11 g, 0.1 mol). Heat the reaction at reflux and monitor the reaction by thin-layer chromatography. Upon completion of the reaction remove the solvent and add saturated aqueous sodium bicarbonate and ether. Separate the layers and dry the organic phase over Na2SO4. Filter off the drying agent and evaporate the solvent in vacuo to obtain the title compound.

Workup

  1. temperatureHeat
  2. customthe reaction
  3. temperatureat reflux
  4. customthe reaction by thin-layer chromatography
  5. customUpon completion of the reaction remove the solvent
  6. additionadd saturated aqueous sodium bicarbonate and ether
  7. customSeparate the layers
  8. dry with materialdry the organic phase over Na2SO4
  9. filtrationFilter off the drying agent
  10. customevaporate the solvent in vacuo

Sources & evidence

ORD record
ord-c0c0a9d00bd246a3b1f9512ce8148dcb
Source dataset
uspto-grants-1989_07
Patent number
US04851526

Reaction notes

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