Sodium Hydroxide → Benzonitrile, 4-[3-(4-fluorophenyl)-1-oxo-2-propenyl]-

HRID 1737862Notes

Reaction equation

HRID 1737862 reaction equation
[C:1]([C:4]1[CH:11]=[CH:10][C:7]([C:8]#[N:9])=[CH:6][CH:5]=1)(=[O:3])[CH3:2].[F:12][C:13]1[CH:20]=[CH:19][C:16]([CH:17]=O)=[CH:15][CH:14]=1.[OH-].[Na+]>CO>[C:8]([C:7]1[CH:10]=[CH:11][C:4]([C:1](=[O:3])[CH:2]=[CH:17][C:16]2[CH:19]=[CH:20][C:13]([F:12])=[CH:14][CH:15]=2)=[CH:5][CH:6]=1)#[N:9]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 680234-FluorobenzaldehydeHCID 740444'-Cyanoacetophenone

Product 1

HCID 4811028Benzonitrile, 4-[3-(4-fluorophenyl)-1-oxo-2-propenyl]-

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

4-Acetylbenzonitrile (14.5 g, 0.1 mol) and 4-fluorobenzaldehyde (12.1 g, 0.1 mol) are dissolved in methanol (150 ml) and solid sodium hydroxide is added to make the solution alkaline. The mixture is stirred in room temperature for 6 hours. The product is filtered off and washed with methanol.

Workup

  1. filtrationThe product is filtered off
  2. washwashed with methanol

Sources & evidence

ORD record
ord-0b5ae66c208848d2bcc3b870c750fa31
Source dataset
uspto-grants-1999_10
Patent number
US05962495

Reaction notes

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