Water → 2-Fluoro-6-methoxybenzonitrile

HRID 229932Notes

Reaction equation

HRID 229932 reaction equation
F[C:2]1[C:3]([F:10])=[C:4]([CH:7]=[CH:8][CH:9]=1)[C:5]#[N:6].[CH3:11][O-:12].[Na+].O>CO>[F:10][C:3]1[CH:2]=[CH:9][CH:8]=[C:7]([O:12][CH3:11])[C:4]=1[C:5]#[N:6]

Participants

5

Reactant 3

HCID 962WaterHCID 889352,3-DifluorobenzonitrileHCID 10942334Sodium Methoxide

Product 1

HCID 5231012-Fluoro-6-methoxybenzonitrile

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
2.5 °C

Procedure

640.5 g (4.6 mol) of difluorobenzonitrile were dissolved in 3.5 l of methanol and then cooled to 0-5° C. 828.8 g of 30% strength sodium methoxide solution were added dropwise in this temperature range, and the reaction mixture was stirred at room temperature overnight. Then the reaction mixture was added to 20 l of water and the precipitate was filtered off with suction and washed twice with water and twice with heptane. The solid was dried in vacuo at 50° C. Yield: 740 g (99% of theory) of a white solid with a purity of >95% according to GC.

Workup

  1. filtrationthe precipitate was filtered off with suction
  2. washwashed twice with water and twice with heptane
  3. customThe solid was dried in vacuo at 50° C

Sources & evidence

ORD record
ord-de14a6f21cbf475f83de2db6038130fb
Source dataset
uspto-grants-2009_07
Patent number
US07563921B2

Reaction notes

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