Ethanol → HCID 178517499, compound

HRID 1931409Notes

Reaction equation

HRID 1931409 reaction equation
Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([F:11])=[CH:7][CH:6]=1)=O.[S-:12][C:13]#[N:14].[Na+].C([OH:18])C>>[F:11][C:8]1[CH:9]=[CH:10][C:5]([C:3]2[N:14]=[C:13]([OH:18])[S:12][CH:2]=2)=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 702EthanolHCID 967492-Bromo-1-(4-fluorophenyl)ethan-1-oneHCID 516871Sodium thiocyanate

Product 1

HCID 178517499HCID 178517499, compound

Conditions

Temperature
100 °C

Procedure

1.085 g (5 mmol) of 2-bromo-1-(4-fluoro-phenyl)-ethanone and 405 mg (5 mmol) of sodium thiocyanate in 40 ml of ethanol were heated under reflux for 30 min. Then 20 ml of ethanol were distilled off, water was added, the precipitate was filtered off, 10 ml of acetic acid, 0.5 ml of water and 0.2 ml of concentrated sulfuric acid were added, and the mixture was stirred at 100° C. for 1 h. After dilution with water, the precipitated product was filtered off, washed with water and dried. Yield: 782 mg.

Workup

  1. temperatureunder reflux for 30 min
  2. distillationThen 20 ml of ethanol were distilled off
  3. additionwater was added
  4. filtrationthe precipitate was filtered off
  5. addition10 ml of acetic acid, 0.5 ml of water and 0.2 ml of concentrated sulfuric acid were added
  6. filtrationAfter dilution with water, the precipitated product was filtered off
  7. washwashed with water
  8. customdried

Sources & evidence

ORD record
ord-2bbfaaeeca27455a9cbc468af86954ed
Source dataset
uspto-grants-2012_05
Patent number
US08188291B2

Reaction notes

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