4-Nitrobenzyl chloride → 1-Nitro-4-[2-(4-nitrophenyl)ethenyl]benzene

HRID 37313

Reaction equation

HRID 37313 reaction equation
[N+:1]([C:4]1[CH:11]=[CH:10][C:7]([CH2:8]Cl)=[CH:6][CH:5]=1)([O-:3])=[O:2].[OH-:12].[K+]>C(O)C>[N+:1]([C:4]1[CH:11]=[CH:10][C:7]([CH:8]=[CH:8][C:7]2[CH:10]=[CH:11][C:4]([N+:1]([O-:2])=[O:12])=[CH:5][CH:6]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 74824-Nitrobenzyl chlorideHCID 14797Potassium Hydroxide

Product 1

HCID 974991-Nitro-4-[2-(4-nitrophenyl)ethenyl]benzeneYield 83%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

3.5 mol p-nitrobenzylchloride are dissolved in the hot in 2300 ml of ethanol and a solution of 3.8 mol potassium hydroxide in 1100 ml of aqueous ethanol (70:30) is added thereto drop by drop. After completion of the addition, cooling takes place in an ice bath to 0° C., the precipitate is filtered off and washed in hot water and warm aqueous alcohol (50:50). Drying is then carried out in a vacuum at 75° C. (yield: 83%).

Workup

  1. additionAfter completion of the addition
  2. temperaturecooling
  3. customto 0° C.
  4. filtrationthe precipitate is filtered off
  5. washwashed in hot water
  6. temperaturewarm aqueous alcohol (50:50)
  7. customDrying
  8. customis then carried out in a vacuum at 75° C.

Sources & evidence

ORD record
ord-8a81bd816b664ad4a56921dbb435c64f
Source dataset
uspto-grants-1995_05
Patent number
US05420172

Linked notes

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