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

HRID 965972

Reaction equation

HRID 965972 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-cf2ce567f7634731ae3011b5e30108e1
Source dataset
uspto-grants-2005_10
Patent number
US06951876B2

Linked notes

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