Morpholine → 2-Morpholinobenzonitrile

HRID 365724Notes

Reaction equation

HRID 365724 reaction equation
F[C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[C:4]#[N:5].[NH:10]1[CH2:15][CH2:14][O:13][CH2:12][CH2:11]1>C(#N)C>[O:13]1[CH2:14][CH2:15][N:10]([C:2]2[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=2[C:4]#[N:5])[CH2:11][CH2:12]1

Participants

4

Reactant 2

HCID 8083MorpholineHCID 678552-Fluorobenzonitrile

Product 1

HCID 27370122-MorpholinobenzonitrileYield 956.3%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
110 °C

Procedure

2-Fluorobenzonitrile (1.21 g, 1.00 mmol) was dissolved in acetonitrile (50 ml), and morpholine (33 ml, 377 mmol) was added thereto followed by stirring at 110° C. for 2 nights. After the reaction was completed, the reaction mixture was concentrated to give oily substances which were then purified by silica gel chromatography (eluent: chloroform) to give the title compound (1.80 g, 95%) as oily substances.

Workup

  1. concentrationthe reaction mixture was concentrated
  2. customto give oily substances which
  3. customwere then purified by silica gel chromatography (eluent: chloroform)

Sources & evidence

ORD record
ord-f58e27ecc203415fb020c4a81e8912d3
Source dataset
uspto-grants-2000_10
Patent number
US06127541

Reaction notes

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