Ethyl Acetate → HCID 67453713, compound

HRID 1474097Notes

Reaction equation

HRID 1474097 reaction equation
F[C:2]1[N:7]=[C:6]([C:8]([CH3:12])([CH3:11])[C:9]#[N:10])[CH:5]=[CH:4][CH:3]=1.C[O-].[Na+].[C:16](OCC)(=[O:18])C>CO>[CH3:16][O:18][C:2]1[N:7]=[C:6]([C:8]([CH3:12])([CH3:11])[C:9]#[N:10])[CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 10942334Sodium MethoxideHCID 67451277HCID 67451277, compound

Product 1

HCID 67453713HCID 67453713, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

To a solution of 2-(6-fluoropyridin-2-yl)-2-methylpropanenitrile (10 g) in methanol (30 mL) was added sodium methoxide (50 mL of a 30% solution in methanol). The reaction was then refluxed for 1 h, cooled to rt, poured into ethyl acetate (400 mL), and washed with brine (3×200 mL). The organic layer was dried over Na2SO4 and concentrated to give 2-(6-methoxypyridin-2-yl)-2-methylpropanenitrile (9.8 g, 92%) as a pale yellow oil.

Workup

  1. temperatureThe reaction was then refluxed for 1 h
  2. washwashed with brine (3×200 mL)
  3. dry with materialThe organic layer was dried over Na2SO4
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-3abc656b755c48f9b8ea6d1d4c3e30bd
Source dataset
uspto-grants-2015_04
Patent number
US09018223B2

Reaction notes

Loading…