Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Chloride | HCID 312 | — |
| Reactant | HCID 54452095 | HCID 54452095 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 14403422 | HCID 14403422 | 90.5% |
Reaction Steps
460 mg (0.5 mmol) of tris-triphenylphosphinerodium chloride (=1 mol %, with respect to the reaction component) are added to a 100 ml autoclave. After purging with nitrogen, an air-free solution of 12 g (0.05 mol) of 1-chlorocyclopropyl 4-chlorophenyl-ethenyl ketone in 40 ml of toluene is added and the mixture is heated to 50° C. under a hydrogen pressure of 30 bar. The hydrogen pressure is held between 40 and 50 bar until gas uptake has ended (after about 1 hour). The mixture is then allowed to react for a further hour. For working up, the solvent is stripped off under reduced pressure and the remaining residue is purified on silica gel using dichloromethane as eluant. 11 g (90% of theory) of 1-chlorocyclopropyl 4-chlorophenylethyl ketone are obtained in the form of an oily product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04983208 |
|---|
| Source dataset | uspto-grants-1991_01 |
|---|
| ORD ID | ord-abf5a665160a460fba553c9bf1a4345c |
|---|
| Source note | uspto-grants-1991_01 |
|---|