Bromine → HCID 2737473, compound

HRID 10797Notes

Reaction equation

HRID 10797 reaction equation
[CH3:1][CH2:2][C:3]1[CH:8]=[C:7]([C:9]([CH3:11])=[O:10])[CH:6]=[CH:5][CH:4]=1.[Br:12]Br>O1CCOCC1>[Br:12][CH2:11][C:9]([C:7]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:2][CH3:1])[CH:8]=1)=[O:10]

Participants

4

Reactant 2

HCID 24408BromineHCID 31493Acetophenone, 3-ethyl-

Product 1

HCID 2737473HCID 2737473, compoundYield 68.1%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a stirred solution of 3-ethylacetophenone (Maybridge Chemical Company Ltd.; 1.103 g, 7.44 mmol) in dry 1,4-dioxane (15 mL) was added bromine (383 μL, 7.44 mmol). The solution was stirred at room temperature for 30 min. and then the solvent was removed on a rotary evaporator. The residue was chromatographed on a Foxy 200 machine (Isco, Inc., P.O. Box 82531, Lincoln, Nebr. 68501, USA.; eluent, 5% CH2Cl2/Hexane, 0–2 min. then 20–30% CH2Cl2/Hexane, 2–20 min.) to give 2-bromo-1-(3-ethylphenyl)ethanone (1.15 g, 68%) as a clear oil.

Workup

  1. customthe solvent was removed on a rotary evaporator
  2. customThe residue was chromatographed on a Foxy 200 machine (Isco, Inc

Sources & evidence

ORD record
ord-df8740b33601414ebe721ffc9cf8e541
Source dataset
uspto-grants-2006_08
Patent number
US07094896B2

Reaction notes

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