HCID 9881809, compound → Methyl 3-(3-cyanophenyl)-5-(formyl)benzoate

HRID 1862571Notes

Reaction equation

HRID 1862571 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([C:9]2[CH:10]=[C:11]([CH:16]=[C:17]([CH2:19][OH:20])[CH:18]=2)[C:12]([O:14][CH3:15])=[O:13])[CH:6]=[CH:7][CH:8]=1)#[N:2]>ClCCl.[O-2].[O-2].[Mn+4]>[C:1]([C:3]1[CH:4]=[C:5]([C:9]2[CH:10]=[C:11]([CH:16]=[C:17]([CH:19]=[O:20])[CH:18]=2)[C:12]([O:14][CH3:15])=[O:13])[CH:6]=[CH:7][CH:8]=1)#[N:2]

Participants

4

Reactant 1

HCID 9881809HCID 9881809, compound

Product 1

HCID 9795280Methyl 3-(3-cyanophenyl)-5-(formyl)benzoateYield 85.2%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

In 200 ml of dichloromethane, was dissolved 9.05 g of the compound obtained in Example 1, 2 or 3. To the resulting solution, was added 20.6 g of manganese dioxide. The obtained mixture was stirred at room temperature for 40 hours. The reaction solution was filtered through Celite, and the Celite was further washed with dichloromethane. Each filtrate was combined into one portion, and the solvent was removed under reduced pressure to afford 7.65 g (85%) of the title compound as a white crystal.

Workup

  1. filtrationThe reaction solution was filtered through Celite
  2. washthe Celite was further washed with dichloromethane
  3. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-5445b772c26a4715a503bcd52140ff90
Source dataset
uspto-grants-2003_03
Patent number
US06538137B1

Reaction notes

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