Water → 5-Formyl-2,3-dimethoxybenzonitrile

HRID 1757659Notes

Reaction equation

HRID 1757659 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[C:9](Br)[C:10]=1[O:11][CH3:12])[CH:6]=[O:7].O.[CH3:15][N:16]1CCCC1=O>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[C:9]([C:15]#[N:16])[C:10]=1[O:11][CH3:12])[CH:6]=[O:7]

Participants

4

Reactant 3

HCID 962WaterHCID 13387N-methyl-2-pyrrolidoneHCID 813793-Bromo-4,5-dimethoxybenzaldehyde

Product 1

HCID 190418105-Formyl-2,3-dimethoxybenzonitrile

Procedure

A mixture containing 2.5 g of 3,4-dimethoxy-5-bromobenzaldehyde and 1.0 g of cuprous cyanide in N-methylpyrrolidone was refluxed for 2 h. Water was added and the solution was extracted with dichloromethane. The solvent wasevaporated in vacuo. Yield 1.55 g (81%), m.p. 109°-112° C.

Workup

  1. temperaturewas refluxed for 2 h
  2. extractionthe solution was extracted with dichloromethane

Sources & evidence

ORD record
ord-6e1f9f087540418aadf65b2c9a9d11fe
Source dataset
uspto-grants-1995_08
Patent number
US05446194

Reaction notes

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