Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Bromobenzene | HCID 7961 | — |
| Reactant | 2,2',4'-Trichloroacetophenone | HCID 20250 | — |
| Reactant | Magnesium | HCID 5462224 | — |
| Reactant | HCID 178418255 | HCID 178418255 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 13269113 | HCID 13269113 | 92.8% |
Reaction Steps
Into a 1 liter three-necked flask are placed 5.35 g (0.22 m) of magnesium turning and 50 ml of anhydrous ether. Bromobenzene (34.5 g, 0.22 m) in 100 ml of ether is then added dropwise under nitrogen. When the reaction started, the rate of addition is controlled so that ether remained refluxing gently. After the addition, the mixture is stirred for 10 minutes at room temperature and then cooled to 10° with an ice bath. To this phenyl magnesium bromide solution is added 44.7 g (0.2 m) of 2,4-dichlorophenacyl chloride dissolved in 100 ml of ether dropwise. The reaction mixture is stirred at room temperature for 1/2 hour followed by slow addition of dilute HCl solution (300 ml). The phases are then separated and the ether layer is washed with saturated sodium bicarbonate solution and dried over MgSO4. Solvent is evaporated to give 56 g of a yellow oil. Vacuum distillation (156°/0.1 mm) affords 40 g of pure product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04413003 |
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| Source dataset | uspto-grants-1983_11 |
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| ORD ID | ord-306fba941015426c8210b75f94366a04 |
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| Source note | uspto-grants-1983_11 |
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