Ethanol → Phenacyl thiocyanate

HRID 1195793Notes

Reaction equation

HRID 1195793 reaction equation
Br[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=[O:10])[CH3:9].[S-:11][C:12]#[N:13].[K+].C(O)C>O>[S:11]([CH2:9][C:8]([C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:2]=1)=[O:10])[C:12]#[N:13]

Participants

5

Reactant 3

HCID 702EthanolHCID 750602'-BromoacetophenoneHCID 516872Potassium thiocyanate

Product 1

HCID 219693Phenacyl thiocyanate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

In accordance with the known process (Beilstein, 8, 94), 10.0 g (50 mmol) of o-bromoacetophenone and 4.9 g (50 mmol) of potassium thiocyanate were added to 80 ml of ethyl alcohol, and the resultant mixture was heated at 80° C. for 3 hours and then allowed to stand overnight. Added to the reaction mixture were 50 ml of water. Precipitated crystals were collected by filtration, washed with 50% aqueous ethyl alcohol and then dried, whereby the title compound was obtained as colorless crystals.

Workup

  1. additionAdded to the reaction mixture
  2. customPrecipitated crystals
  3. filtrationwere collected by filtration
  4. washwashed with 50% aqueous ethyl alcohol
  5. customdried

Sources & evidence

ORD record
ord-89cd3467c1aa4bdf84dd26db3d3a38a0
Source dataset
uspto-grants-1992_05
Patent number
US05112841

Reaction notes

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