Potassium Carbonate → HCID 8946731, compound

HRID 2392627Notes

Reaction equation

HRID 2392627 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N+:9]([O-:11])=[O:10])=[CH:5][C:4]=1[OH:12].C(=O)([O-])[O-].[K+].[K+].Br[CH2:20][C:21]#[N:22]>CC(C)=O>[C:21]([CH2:20][O:12][C:4]1[CH:5]=[C:6]([N+:9]([O-:11])=[O:10])[CH:7]=[CH:8][C:3]=1[O:2][CH3:1])#[N:22]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 11534BromoacetonitrileHCID 694712-Methoxy-5-nitrophenol

Product 1

HCID 8946731HCID 8946731, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

A stirred solution of 2-methoxy-5-nitrophenol (2 g, 0.012 mole) and potassium carbonate (1.64 g, 0.012 mole) in acetone (10 ml) was treated with bromoacetonitrile (0.19 ml, 0.013 mole) in acetone (10 ml) and stirred for 3 hours at room temperature. The mixture was concentrated in vacuo and the residue treated with 10% NaOH solution, then extracted with ethyl acetate. The organic extract was dried (Na2SO4) and evaporated in vacuo to give the title compound (2.35 g, 96%).

Workup

  1. concentrationThe mixture was concentrated in vacuo
  2. additionthe residue treated with 10% NaOH solution
  3. extractionextracted with ethyl acetate
  4. extractionThe organic extract
  5. dry with materialwas dried (Na2SO4)
  6. customevaporated in vacuo

Sources & evidence

ORD record
ord-5f26466ebea340ca9f0b2f8ee9539423
Source dataset
uspto-grants-1998_09
Patent number
US05801170

Reaction notes

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