Benzene → HCID 19742791, compound
Reaction equation
[Mg].Br[C:3]1[CH:8]=[CH:7][C:6]([O:9][CH3:10])=[C:5]([CH3:11])[CH:4]=1.[CH:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.[CH3:18]COCC>>[CH2:18]([C:3]1[CH:8]=[CH:7][C:6]([O:9][CH3:10])=[C:5]([CH3:11])[CH:4]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1Participants
Procedure
Grignard reagent was prepared from 12.15 g of magnesium (turnings) and 50.23 g of 1-bromo-4-methoxy-3-methylbenzene in 200 ml of anhydrous ether by conventional process. To this Grignard reagent was added 200 ml of anhydrous benzene and ether was distilled off under normal pressure. To this solution was added dropwise a mixed solution comprising 47.25 g of benzyl chloride and 50 ml of anhydrous benzene under refluxing with heating, followed by stirring for 3 hours. After being left for cooling, the reaction mixture was filtered and the filtrate was washed with dilute hydrochloric acid, dilute aqueous sodium hydroxide solution and water in this order. The filtrate was dried over anhydrous magnesium sulfate and then was concentrated under reduced pressure and thereafter, distilled under reduced pressure to obtain 30.8 g of 4-benzyl-2-methyl-1-methoxybenzene.
Workup
- distillationwas distilled off under normal pressure
- additionTo this solution was added dropwise a mixed solution
- temperatureunder refluxing
- temperaturewith heating
- waitAfter being left
- temperaturefor cooling
- filtrationthe reaction mixture was filtered
- washthe filtrate was washed with dilute hydrochloric acid, dilute aqueous sodium hydroxide solution and water in this order
- dry with materialThe filtrate was dried over anhydrous magnesium sulfate
- concentrationwas concentrated under reduced pressure
- distillationdistilled under reduced pressure
Sources & evidence
- ORD record
- ord-27341e285a3d4cc5ad2d784581370972
- Source dataset
- uspto-grants-1993_08
- Patent number
- US05236924
Reaction notes
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