3-Methylacetophenone → 2-Bromo-1-(3-methylphenyl)ethan-1-one

HRID 389895

Reaction equation

HRID 389895 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([C:8](=[O:10])[CH3:9])[CH:5]=[CH:6][CH:7]=1.[Br:11]Br.C(=O)(O)[O-].[Na+]>C(OCC)C>[Br:11][CH2:9][C:8]([C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([CH3:1])[CH:3]=1)=[O:10]

Participants

5

Reactant 3

HCID 114553-MethylacetophenoneHCID 24408BromineHCID 516892Sodium Bicarbonate

Product 1

HCID 100361292-Bromo-1-(3-methylphenyl)ethan-1-one

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a solution of 1-(3-methylphenyl)ethanone (2 g) in ethyl ether (20 mL) is added bromine (726 μL) at 0° C. The mixture is treated with an aqueous solution of sodium bicarbonate, extracted with ethyl ether, dried over magnesium sulfate, concentrated and purified on silica gel (ethyl acetate/cyclohexane 0/100) to give the desired compound.

Workup

  1. extractionextracted with ethyl ether
  2. dry with materialdried over magnesium sulfate
  3. concentrationconcentrated
  4. custompurified on silica gel (ethyl acetate/cyclohexane 0/100)

Sources & evidence

ORD record
ord-6dd5181a9b7a47fb8fad3019836c489d
Source dataset
uspto-grants-2013_02
Patent number
US08383608B2

Linked notes

Loading…