1,2-Dibromoethane → HCID 178477283, compound
Reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([S:8][CH2:9][CH3:10])=[CH:4][CH:3]=1.[Mg:11].[Br:12]CCBr>C1COCC1>[CH2:9]([S:8][C:5]1[CH:6]=[CH:7][C:2]([Mg:11][Br:12])=[CH:3][CH:4]=1)[CH3:10]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 50 °C
Procedure
1-Bromo-4-(ethylthio)benzene (0.5 g, 2.3 mmol) was added to a stirred mixture of magnesium turnings (1.96 g, 82 mmol) in THF (10 mL). 1,2-Dibromoethane (30 μL) was then added and the mixture was heated at reflux to initiate the reaction. A solution of 1-bromo-4-(ethylthio)benzene (18.2 g, 84 mmol) in THF (60 mL) was added at such a rate to maintain the reaction mixture at gentle reflux. The reaction mixture was then stirred at 50° C. for 90 min and cooled to ambient temp to give a 1.16M solution of 4-(ethylthio)phenylmagnesium bromide in THF which was used in the next reaction.
Workup
- temperaturethe mixture was heated
- temperatureat reflux
- customthe reaction
- temperatureto maintain the reaction mixture at gentle reflux
- temperaturecooled to ambient temp
Sources & evidence
- ORD record
- ord-98cd55c83df54854bb20f0310eca59fd
- Source dataset
- uspto-grants-2012_04
- Patent number
- US08163956B2
Reaction notes
Loading…