HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzene → 1-Hexanone, 6-bromo-1-phenyl-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzene | HCID 241 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | 6-Bromohexanoyl chloride | HCID 89848 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-Hexanone, 6-bromo-1-phenyl- | HCID 11242260 | 111.4% |
Reaction Steps
6-Bromohexanoyl chloride (16.2 g) was dissolved in methylene chloride (50 ml), and aluminum chloride (10.6 g) was added, which was followed by stirring at room temperature for 30 min. The reaction mixture was ice-cooled, and benzene (5.0 g) was dropwise added, which was followed by stirring for 4 hr. Water was added to the reaction mixture and the mixture was extracted with ethyl acetate. The organic layer was washed with brine, dried and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=3:1) to give 18.2 g of 6-bromo-1-phenyl-1-hexanone.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05864039 |
| Source dataset | uspto-grants-1999_01 |
| ORD ID | ord-cc97332fb5ec41e2a8728e1f615193c2 |
| Source note | uspto-grants-1999_01 |