Bromine → 2-Bromo-1-(4-iodophenyl)ethanone

HRID 730348

Reaction equation

HRID 730348 reaction equation
[I:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][CH:3]=1.[Br:11]Br>O1CCOCC1>[Br:11][CH2:9][C:8]([C:5]1[CH:6]=[CH:7][C:2]([I:1])=[CH:3][CH:4]=1)=[O:10]

Participants

4

Procedure

A solution of 1-(4-iodophenyl)ethanone (55.9 mmol) in dioxane (160 mL) was cooled to 10° C. Bromine (1.1 equiv, 61.6 mmol) was added dropwise to the reaction mixture. After 10 min, the cooling bath was removed and the reaction mixture was stirred at room temperature. After 1.5 h, the reaction mixture was concentrated in vacuo, poured into water (100 mL), and extracted with (3×100 mL) ethyl acetate. The combined organic layers were dried over sodium sulfate and concentrated in vacuo to a tan solid (18.2 g) which was used directly in the next step.

Workup

  1. customthe cooling bath was removed
  2. waitAfter 1.5 h
  3. concentrationthe reaction mixture was concentrated in vacuo
  4. additionpoured into water (100 mL)
  5. extractionextracted with (3×100 mL) ethyl acetate
  6. dry with materialThe combined organic layers were dried over sodium sulfate
  7. concentrationconcentrated in vacuo to a tan solid (18.2 g) which

Sources & evidence

ORD record
ord-b0308772db1a4e8f9007e79ae1fd101b
Source dataset
uspto-grants-2009_09
Patent number
US07582668B2

Linked notes

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