Potassium Cyanide → HCID 22993564, compound

HRID 362708Notes

Reaction equation

HRID 362708 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[F:10])[CH:5]=[O:6].[C-:11]#[N:12].[K+]>O>[F:1][C:2]1[CH:3]=[C:4]([CH:5]([OH:6])[C:11]#[N:12])[CH:7]=[CH:8][C:9]=1[F:10]

Participants

4

Reactant 2

HCID 9032Potassium CyanideHCID 5880883,4-Difluorobenzaldehyde

Product 1

HCID 22993564HCID 22993564, compoundYield 80.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
50 °C

Procedure

A solution of 80.2 g of Na2S2O5 in 250 ml of water is heated to 50° C., 50 g of 3,4-difluorobenzaldehyde are added and the reaction mixture is stirred for 1 hour at 50° C. and left to stand overnight at RT. It is cooled to 0° C., a solution of 77.7 g of KCN in 100 ml of water is added dropwise, the mixture is stirred while the temperature is allowed to rise to RT, and stirring is then continued for 1 hour at RT. The reaction mixture is extracted with ether, the organic phase is washed with water and dried over MgSO4 and the solvent is evaporated off under vacuum to give 48 g of the expected product, which is used as such.

Workup

  1. waitleft
  2. waitto stand overnight at RT
  3. temperatureIt is cooled to 0° C.
  4. stirringthe mixture is stirred while the temperature
  5. customto rise to RT
  6. stirringstirring
  7. waitis then continued for 1 hour at RT
  8. extractionThe reaction mixture is extracted with ether
  9. washthe organic phase is washed with water
  10. dry with materialdried over MgSO4
  11. customthe solvent is evaporated off under vacuum

Sources & evidence

ORD record
ord-127dcb7ccf0045f09c2cd6e9eb50f798
Source dataset
uspto-grants-1999_02
Patent number
US05869663

Reaction notes

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