HuagongsheHuagongshe Chemistry Print Report · For research reference only
Allyl bromide → 1-Chloro-2-methyl-3-prop-2-enylbenzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Allyl bromide | HCID 7841 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 178427904 | HCID 178427904 | — |
| Catalyst | HCID 178478626 | HCID 178478626 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-Chloro-2-methyl-3-prop-2-enylbenzene | HCID 10678653 | 42.5% |
Reaction Steps
158 g of vanadium trichloride are dissolved in 800 ml of dichloromethane, and 500 ml of a solution of 1 mol of 2-methyl-3-chlorophenylmagnesium chloride in THF are added at 25° C. Stirring is carried out for 0.5 hour, after which 121 g of allyl bromide are added dropwise, stirring is effected for 10 hours at 25° C. and the mixture is then refluxed for 6 hours. The resulting reaction mixture is poured into 2 l of saturated, aqueous sodium bicarbonate solution and then extracted with methyl tertbutyl ether. 70.9 g of 1-chloro-2-methyl-3-prop-2-enylbenzene (bp. 78° C./1 mbar) are obtained by distillation.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05256666 |
| Source dataset | uspto-grants-1993_10 |
| ORD ID | ord-1f3bd82c83b648a297ceef83099c35ef |
| Source note | uspto-grants-1993_10 |