Bromine → HCID 22641053, compound

HRID 2415254Notes

Reaction equation

HRID 2415254 reaction equation
[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9](=[O:11])[CH3:10])=[CH:5][C:4]=1[F:12])[CH3:2].[Br:13]Br>O1CCOCC1>[Br:13][CH2:10][C:9]([C:6]1[CH:7]=[CH:8][C:3]([CH2:1][CH3:2])=[C:4]([F:12])[CH:5]=1)=[O:11]

Participants

4

Reactant 2

HCID 24408BromineHCID 22641002HCID 22641002, compound

Product 1

HCID 22641053HCID 22641053, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a stirred solution of 1-(4-ethyl-3-fluoro-phenyl)-ethanone (166 mg, 1 mmol) in 1,4-dioxane (5 mL), bromine was added dropwise at room temperature. After the addition, the solvent was removed and the residue was chromatographed (dichloromethane/hexanes) to give a solid. 77 mg, 31%. 1H NMR(CDCl3, 300MHz), σ 1.22 (t, 3H), 2.73 (q, 2H), 4.40 (s, 2H), 7.735 (t, 1H), 7.56-7.75 (dd, 2H).

Workup

  1. additionAfter the addition
  2. customthe solvent was removed
  3. customthe residue was chromatographed (dichloromethane/hexanes)
  4. customto give a solid

Sources & evidence

ORD record
ord-cdf82f2dc5b24d0cb607fab3de5bdfcd
Source dataset
uspto-grants-2004_11
Patent number
US06818663B2

Reaction notes

Loading…