HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 57779816, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | HCID 57779822 | HCID 57779822 | — |
| Catalyst | Chlorotris(triphenylphosphine)rhodium(I) | HCID 84599 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 57779816 | HCID 57779816 | 79.7% |
Reaction Steps
10 mg (0.036 mmol) of 4-[(6-chloropyridin-3-yl)methyl]-4,5,8,8a-tetrahydro-2H-furo[3,2-b]azepin-2-one (1-6) are dissolved in 10 ml of toluene, 5 mg (0.005 mmol) of tris(triphenylphosphine)rhodium(I) chloride and 4 mg (0.015 mmol) of triphenylphosphine are added and the mixture is hydrogenated under a hydrogen pressure of 3 bar and at 110-120° C. for 24 hours. The mixture is filtered and the filtrate is concentrated under reduced pressure. Purification of the residue by column chromatography on silica gel (silica gel 60, Merck, particle size: 0.04 to 0.063 mm) using the mobile phase mixture ethyl acetate:cyclohexane (2:1 to 4:1) gives 8 mg (79% of theory) of 4-[(6-chloropyridin-3-yl)methyl]-4,5,6,7,8,8a-hexahydro-2H-furo[3,2-b]azepin-2-one.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07951951B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-677ac500b1ab47f5883f1792d82c1f4f |
| Source note | uspto-grants-2011_05 |