4-Nitrobenzaldehyde → HCID 53882836, compound

HRID 280140Notes

Reaction equation

HRID 280140 reaction equation
[Na].[N+:2]([C:5]1[CH:12]=[CH:11][C:8]([CH:9]=O)=[CH:7][CH:6]=1)([O-:4])=[O:3]>CCO>[N+:2]([C:5]1[CH:12]=[CH:11][C:8]([CH:9]=[CH:12][CH2:5][CH2:6][CH:7]=[CH:9][C:8]2[CH:11]=[CH:12][C:5]([N+:2]([O-:4])=[O:3])=[CH:6][CH:7]=2)=[CH:7][CH:6]=1)([O-:4])=[O:3]

Participants

4

Reactant 2

HCID 5414-NitrobenzaldehydeHCID 5360545Sodium

Product 1

HCID 53882836HCID 53882836, compoundYield 14%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 0.76 g of sodium in 50 ml of absolute EtOH was added 12.25 g of butane-1,4-bis-triphenyl phosphonium bromide. Ten minutes later, 5 g of p-nitrobenzaldehyde was then added. The reaction mixture was stirred at room temperature overnight and the solvent was removed in vacuo. The residue was treated with CH2Cl2. The organic solution was washed with H2O, dried with (MgSO4), and concentrated to give 0.5 g of product as a yellow solid.

Workup

  1. customthe solvent was removed in vacuo
  2. additionThe residue was treated with CH2Cl2
  3. washThe organic solution was washed with H2O
  4. dry with materialdried with (MgSO4)
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-84e9345b9ee74fd1a5467075781bfe8d
Source dataset
uspto-grants-1986_05
Patent number
US04588737

Reaction notes

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