3-Fluoro-4-nitrobenzonitrile → 3-Methoxy-4-nitrobenzonitrile

HRID 2112098Notes

Reaction equation

HRID 2112098 reaction equation
F[C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[N+:10]([O-:12])=[O:11])[C:5]#[N:6].[CH3:13][O-:14].[Na+]>C1COCC1>[CH3:13][O:14][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[N+:10]([O-:12])=[O:11])[C:5]#[N:6]

Participants

4

Reactant 2

HCID 27833993-Fluoro-4-nitrobenzonitrileHCID 10942334Sodium Methoxide

Product 1

HCID 108992273-Methoxy-4-nitrobenzonitrile

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

25 g (150.504 mmol) 3-fluoro-4-nitrobenzonitrile and 25 g (462.757 mmol) sodium methoxide are dissolved in 125 ml THF at 0° C. This reaction mixture is stirred for 30 min. The reaction mixture is extracted with ethyl acetate and 1 N hydrochloric acid. The organic phase is dried with magnesium sulphate and the solvent is eliminated in vacuo.

Workup

  1. extractionThe reaction mixture is extracted with ethyl acetate and 1 N hydrochloric acid
  2. dry with materialThe organic phase is dried with magnesium sulphate

Sources & evidence

ORD record
ord-b874563b47454ad18f5ab067146f623c
Source dataset
uspto-grants-2009_04
Patent number
US07521457B2

Reaction notes

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