Water → 4-Morpholinobenzonitrile

HRID 585993Notes

Reaction equation

HRID 585993 reaction equation
F[C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][CH:3]=1.[NH:10]1[CH2:15][CH2:14][O:13][CH2:12][CH2:11]1.O>CS(C)=O>[N:10]1([C:2]2[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][CH:3]=2)[CH2:15][CH2:14][O:13][CH2:12][CH2:11]1

Participants

5

Reactant 3

HCID 962WaterHCID 8083MorpholineHCID 145174-Fluorobenzonitrile

Product 1

HCID 3948084-Morpholinobenzonitrile

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

4-Fluorobenzonitrile (1 g, 8.26 mmol) and morpholine (2.2 mL, 25.2 mmol) were stirred in DMSO (25 mL) at 100° C. for 2.5 hours, cooled to room temperature, poured into H2O, and extracted with diethyl ether. The combined organic extracts were washed with H2O and brine, dried over Na2SO4, and evaporated in vacuo to provide the title compound.

Workup

  1. extractionextracted with diethyl ether
  2. washThe combined organic extracts were washed with H2O and brine
  3. dry with materialdried over Na2SO4
  4. customevaporated in vacuo

Sources & evidence

ORD record
ord-6db060852e884fc3abe2eee4d1172d03
Source dataset
uspto-grants-2005_08
Patent number
US06933311B2

Reaction notes

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