HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cumene → 2-Bromo-1-(4-(propan-2-yl)phenyl)ethan-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cumene | HCID 7406 | — |
| Reactant | Bromoacetyl bromide | HCID 61147 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-Bromo-1-(4-(propan-2-yl)phenyl)ethan-1-one | HCID 14042756 | 99.5% |
Reaction Conditions
| Temperature | -10 °C |
|---|
Reaction Steps
To a solution of cumene (42 g, 350 mmol) and aluminum chloride (56.0 g, 420 mmol) in dichloromethane (500 mL) was added bromoacetylbromide (33.5 mL, 385 mmol) at −40° C. for 40 minutes, and the mixture was stirred until it was warmed to −10° C. for 2 hours. The reaction solution was poured into ice-cold water to separate the organic layer. The organic layer was washed with a saturated sodium hydrogen carbonate solution and a saturated brine, and then was dried over sodium sulfate. The solvent was distilled off under reduced pressure to obtain 84 g (yield 99%) of the title compound. Oily matter.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07507841B2 |
| Source dataset | uspto-grants-2009_03 |
| ORD ID | ord-ffa3335c06624450a23b11b09c0ba6bf |
| Source note | uspto-grants-2009_03 |