HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzene → Bicyclo(3.1.0)hexan-2-one, 5-(1-methylethyl)-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzene | HCID 241 | — |
| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | Isopropanol | HCID 3776 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Sulfoxonium, trimethyl-, iodide (1:1) | HCID 74498 | — |
| Solvent | Water | HCID 962 | — |
| Product | Bicyclo(3.1.0)hexan-2-one, 5-(1-methylethyl)- | HCID 92784 | 42% |
Reaction Steps
25 ml of DMSO, 35 ml of benzene, 25 ml of isopropyl alcohol, 3.1 g (25 mM) of CP, 2.4 g (30 mM) of 50% aqueous sodium hydroxide and 5 ml of water were added to 6.9 g (31.25 mM) of trimethylsulfoxonium iodide and the reaction was carried out at room temperature for 5 hours. Then, the treatments were carried out as described in Example 8. 2.6 g (76% yield) of crude product were produced, from which1.45 g (42 % yield) of sabina ketone were obtained by distillation.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04162258 |
| Source dataset | uspto-grants-1979_07 |
| ORD ID | ord-f188c799d94b41fb894a66beaaba8e2c |
| Source note | uspto-grants-1979_07 |