Bromine → HCID 87957976, compound

HRID 396366Notes

Reaction equation

HRID 396366 reaction equation
[F:1][C:2]1([CH2:9][C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[O:11])[CH:7]=[CH:6][N:5]=[C:4]([F:8])[CH2:3]1.[Br:18]Br>C(O)(=O)C>[F:1][C:2]1([CH:9]([Br:18])[C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[O:11])[CH:7]=[CH:6][N:5]=[C:4]([F:8])[CH2:3]1

Participants

4

Reactant 2

HCID 24408BromineHCID 69707693HCID 69707693, compound

Product 1

HCID 87957976HCID 87957976, compoundYield 101.6%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

4-Fluoro-2-(2-fluoropyridin-4-yl)acetophenone (0.5 g; 2.1 mmol) dissolved in acetic acid (4 ml) is treated with bromine (0.34 g; 2.1 mmol) in acetic acid (1 ml) at room temperature for 2.5 h under stirring. The light brown solution is evaporated to dryness, dissolved in ether and extracted three times with diethyl ether. The combined organic phases are washed with a saturated solution of NaHCO3, dried over Na2SO4, filtered and evaporated to dryness to yield the title compound as pale yellow oil (0.67 g; 100%).

Workup

  1. customThe light brown solution is evaporated to dryness
  2. dissolutiondissolved in ether
  3. extractionextracted three times with diethyl ether
  4. washThe combined organic phases are washed with a saturated solution of NaHCO3
  5. dry with materialdried over Na2SO4
  6. filtrationfiltered
  7. customevaporated to dryness

Sources & evidence

ORD record
ord-457aae92738644dc8220170ff3949e5d
Source dataset
uspto-grants-2003_08
Patent number
US06608072B1

Reaction notes

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