Bromine → 2-Bromo-1-(4-hydroxy-2-methylphenyl)ethanone

HRID 394883

Reaction equation

HRID 394883 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[C:4]([CH3:11])[CH:3]=1.[Br:12]Br>O1CCOCC1>[Br:12][CH2:9][C:8]([C:5]1[CH:6]=[CH:7][C:2]([OH:1])=[CH:3][C:4]=1[CH3:11])=[O:10]

Participants

4

Reactant 2

HCID 24408BromineHCID 701334-Hydroxy-2-methylacetophenone

Product 1

HCID 178121702-Bromo-1-(4-hydroxy-2-methylphenyl)ethanoneYield 81%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To a stirred solution of 4′-hydroxy-2′-methylacetophenone (4.5 g, 30.0 mmol) in dioxane (7 ml) was added a solution of bromine (4.87 g, 30.5 mmol) in dioxane (28 ml) dropwise at room temperature. After addition, the mixture was stirred at room temperature for 30 minutes. The volatile was evaporated in vacuo, and the residue was used for next reaction without further purification. (5.57 g, 81% yield).

Workup

  1. additionAfter addition
  2. customThe volatile was evaporated in vacuo
  3. customthe residue was used for next reaction without further purification

Sources & evidence

ORD record
ord-c9930b85b2304d91879edd2c1c740489
Source dataset
uspto-grants-2003_08
Patent number
US06603008B1

Linked notes

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