Phenacyl bromide → Phenacyl thiocyanate

HRID 2263354Notes

Reaction equation

HRID 2263354 reaction equation
Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:4].[S-:11][C:12]#[N:13].[K+]>C(O)C>[O:4]=[C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)[CH2:2][S:11][C:12]#[N:13]

Participants

4

Reactant 2

HCID 6259Phenacyl bromideHCID 516872Potassium thiocyanate

Product 1

HCID 219693Phenacyl thiocyanateYield 67.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of α-bromoacetophenone (10.0 g, 50.0 mmol) and potassium thiocyanate (4.90 g, 50.0 mmol) in ethanol (80 ml) was stirred at 80° C. for 3 hours. After cooling to room temperature, a precipitated solid was collected by filtration, washed with 50% ethanol in water and dried to give 5.99 g (67.6%) of the desired product.

Workup

  1. filtrationa precipitated solid was collected by filtration
  2. washwashed with 50% ethanol in water
  3. customdried

Sources & evidence

ORD record
ord-5b845aacdd144b9f9ad31854c47ee526
Source dataset
uspto-grants-2010_12
Patent number
US07851473B2

Reaction notes

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