Hydrochloric Acid → HCID 15922632, compound

HRID 1836170Notes

Reaction equation

HRID 1836170 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:11])=[C:6]([CH2:8][C:9]#N)[CH:7]=1.[CH3:12]I.[H-].[Na+].Cl.C[N:18]([CH3:21])C=O>C(OCC)(=O)C>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:11])=[C:6]([C:8]([CH3:12])([CH3:9])[C:21]#[N:18])[CH:7]=1

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 6228DimethylformamideHCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 27746255-Fluoro-2-methylphenylacetonitrile

Product 1

HCID 15922632HCID 15922632, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

5.25 g of (5-fluoro-2-methylphenyl)acetonitrile and 5.25 ml of methyl iodide are dissolved in 70 ml of dimethylformamide and mixed with 2.7 g of sodium hydride (80%) for 2.5 hours while being cooled with ice. After 3 hours at 0° C. and 16 hours at room temperature, it is mixed with ice water and ethyl acetate, acidified with 1 M hydrochloric acid, and the ethyl acetate phase is washed with water, dried (Na2SO4) and concentrated by evaporation. 6.1 g of 2-(5-fluoro-2-methylphenyl)-2-methylpropionitrile is obtained as an oil.

Workup

  1. temperaturewhile being cooled with ice
  2. washthe ethyl acetate phase is washed with water
  3. dry with materialdried (Na2SO4)
  4. concentrationconcentrated by evaporation

Sources & evidence

ORD record
ord-019f70eed729493ebe983652052bb189
Source dataset
uspto-grants-2004_08
Patent number
US06777409B2

Reaction notes

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