Sodium Chloride → HCID 86715128, compound

HRID 533943Notes

Reaction equation

HRID 533943 reaction equation
[Br:1][C:2]1[C:3]([F:13])=[C:4]([C:8](=[O:12])[CH2:9][CH2:10]Cl)[CH:5]=[CH:6][CH:7]=1.[Al+3].[Cl-].[Cl-].[Cl-].[Na+].[Cl-]>CC(=O)OCC>[Br:1][C:2]1[C:3]([F:13])=[C:4]2[C:5]([CH2:10][CH2:9][C:8]2=[O:12])=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 5234Sodium ChlorideHCID 6451240Aluminum(III) ChlorideHCID 86715129HCID 86715129, compound

Product 1

HCID 86715128HCID 86715128, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
180 °C

Procedure

1-(3-Bromo-2-fluorophenyl)-3-chloropropan-1-one (3.3 g) was added to a slurry of AlCl3 (16.6 g) and NaCl (4.3 g) at 130° C. The resulting mixture was stirred at 180° C. for 2 hours. The reaction was cooled to r.t. and the residue was dissolved in EA (200 mL). The solution was washed with water (300 mL) and brine (50 mL) and finally dried over Na2SO4. After filtration, the solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: EA/PE 1:10) to provide the subtitle compound. MS ESI+: m/z=229 [M+H]+.

Workup

  1. temperatureThe reaction was cooled to r.t.
  2. washThe solution was washed with water (300 mL) and brine (50 mL)
  3. dry with materialfinally dried over Na2SO4
  4. filtrationAfter filtration
  5. customthe solvent was removed under reduced pressure
  6. customThe residue was purified by column chromatography on silica gel (eluent: EA/PE 1:10)

Sources & evidence

ORD record
ord-651f23a393a149ffbab83d0dbad51196
Source dataset
uspto-grants-2014_10
Patent number
US08853412B2

Reaction notes

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