Diethyl Ether → 2-Bromo-1-(3-methylphenyl)ethan-1-one
Reaction equation
[C:1]1([CH3:10])[CH:6]=[CH:5][CH:4]=[C:3]([C:7](=[O:9])[CH3:8])[CH:2]=1.[Br:11]Br.CCOCC>O1CCOCC1>[Br:11][CH2:8][C:7]([C:3]1[CH:2]=[C:1]([CH3:10])[CH:6]=[CH:5][CH:4]=1)=[O:9]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of 1-m-tolyl-ethanone (6.0 g, 44.72 mmol) in dioxane (5 ml), bromine (7.14 g, 44.72 mmol) in dioxane (10 ml) and ether (15 ml) was added and stirred at room temperature for 5 hr. The reaction mixture was poured into ice water and the compound was extracted using ethyl acetate. The organic layer was washed with water and brine, dried over anhydrous sodium sulfate, filtered and then evaporated to give crude 2-bromo-1-m-tolyl-ethanone, 7.6 g (80%). The crude compound obtained was used in the next step without further purification.
Workup
- extractionthe compound was extracted
- washThe organic layer was washed with water and brine
- dry with materialdried over anhydrous sodium sulfate
- filtrationfiltered
- customevaporated
- customto give crude 2-bromo-1-m-tolyl-ethanone, 7.6 g (80%)
Sources & evidence
- ORD record
- ord-0586c48dda1c4b35beae4608fb38fbc0
- Source dataset
- uspto-grants-2013_07
- Patent number
- US08486962B2
Reaction notes
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