Toluene → 2-Bromo-1-(4-(2-methylpropyl)phenyl)ethan-1-one

HRID 1371582

Reaction equation

[Br:1]Br.[CH2:3]([C:7]1[CH:12]=[CH:11][C:10]([C:13](=[O:15])[CH3:14])=[CH:9][CH:8]=1)[CH:4]([CH3:6])[CH3:5].C1(C)C=CC=CC=1>C(O)C>[Br:1][CH2:14][C:13]([C:10]1[CH:9]=[CH:8][C:7]([CH2:3][CH:4]([CH3:6])[CH3:5])=[CH:12][CH:11]=1)=[O:15]

Participants

Conditions

Temperature: 5 °C

Procedure

Bromine (1.25 ml; 25 mmol) is added dropwise to a solution of 4′-isobutylacetophenone (3.52 g; 20 mmol) in 60 ml of ethanol cooled down to approximately 5° C. After stirring the reaction mixture for 30 minutes at this temperature, stirring is continued for one hour at ambient temperature. The reaction medium, to which small portions of toluene are added, is concentrated to dryness. After purification on a silica column (eluent: ethyl-heptane acetate: 5-95), a colourless oil is obtained with a yield of 57%.

Workup

stirringstirring
waitis continued for one hour at ambient temperature
concentrationis concentrated to dryness
customAfter purification on a silica column (eluent: ethyl-heptane acetate: 5-95)
customa colourless oil is obtained with a yield of 57%

Sources & evidence

ORD record: ord-7398c5eda51b4ea1b0fa72aaeaa39b1f
Source dataset: uspto-grants-2007_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07157483B2

Linked notes

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