Morpholine → 3-morpholin-4-ylbenzonitrile

HRID 365729Notes

Reaction equation

HRID 365729 reaction equation
F[C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[C:5]#[N:6].[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:3]=[C:4]([CH:7]=[CH:8][CH:9]=2)[C:5]#[N:6])[CH2:11][CH2:12]1

Participants

4

Reactant 2

HCID 8083MorpholineHCID 678803-Fluorobenzonitrile

Product 1

HCID 70605563-morpholin-4-ylbenzonitrileYield 27%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
110 °C

Procedure

3-Fluorobenzonitrile (4.35 g, 36.0 mmol) was dissolved in acetonitrile (40 ml), and morpholine (110 ml, 1.25 mol) was added thereto followed by stirring at 110° C. for 3 days and nights. 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, 27%) 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-1f85d10283b840cb85032660863712b2
Source dataset
uspto-grants-2000_10
Patent number
US06127541

Reaction notes

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