Ethanol → 1-Ethyl-2-phenyl-2-propen-1-yl thiocyanate

HRID 2263196Notes

Reaction equation

HRID 2263196 reaction equation
Br[CH:2]([CH2:11][CH3:12])[C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=O.[S-:13][C:14]#[N:15].[K+].O.[CH2:18](O)C>>[CH2:11]([CH:2]([S:13][C:14]#[N:15])[C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[CH2:18])[CH3:12]

Participants

5

Reactant 4

HCID 702EthanolHCID 962WaterHCID 526962-Bromo-1-phenylbutan-1-oneHCID 516872Potassium thiocyanate

Product 1

HCID 862451611-Ethyl-2-phenyl-2-propen-1-yl thiocyanateYield 92%

Procedure

A solution of 2-bromo-1-phenylbutan-1-one (5.00 g, 22.0 mmol) and potassium thiocyanate (2.14 g, 22.0 mmol) in ethanol (50 ml) was stirred at 80° C. for 2 hours. After cooling to room temperature, water (50 ml) was poured into the reaction solution, and the mixture was extracted with chloroform. The extract was washed with water and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure to give the desired product (4.16 g, 92.0%) as a solid.

Workup

  1. extractionthe mixture was extracted with chloroform
  2. washThe extract was washed with water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-26354aab5adc4c6ea690742b550fc2f9
Source dataset
uspto-grants-2010_12
Patent number
US07851473B2

Reaction notes

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