Water → HCID 23043947, compound

HRID 2165214Notes

Reaction equation

HRID 2165214 reaction equation
[CH3:1][O:2][C:3]1[C:4]([CH2:14][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([O:22][CH3:23])[CH:17]=2)=[C:5]([CH2:11][C:12]#N)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[OH-:24].[K+].[OH2:26]>C(O)C>[CH3:1][O:2][C:3]1[C:4]([CH2:14][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([O:22][CH3:23])[CH:17]=2)=[C:5]([CH2:11][C:12]([OH:26])=[O:24])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

Participants

5

Reactant 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 23043867HCID 23043867, compound

Product 1

HCID 23043947HCID 23043947, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 3,4-Dimethoxy-2-[2-[3-methoxyphenyl]ethyl]benzeneacetonitrile (4.9 g) and potassium hydroxide (4.41 g) in ethanol (150 ml) and water (50 ml) was heated under reflux for 18 hours. The mixture was evaporated to dryness and the residue dissolved in water and extracted with ethyl acetate. The organic solution was washed with brine, dried (MgSO4), filtered and evaporated to leave the sub-title compound as an oil which solidified on trituration with petrol ether (1.72 g), mp 77°-79°.

Workup

  1. temperatureunder reflux for 18 hours
  2. customThe mixture was evaporated to dryness
  3. dissolutionthe residue dissolved in water
  4. extractionextracted with ethyl acetate
  5. washThe organic solution was washed with brine
  6. dry with materialdried (MgSO4)
  7. filtrationfiltered
  8. customevaporated

Sources & evidence

ORD record
ord-282cad7f70ad42fd97a7a81753eb1294
Source dataset
uspto-grants-1990_07
Patent number
US04939147

Reaction notes

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