HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pentane → 3-Benzylcyclopentan-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pentane | HCID 8003 | — |
| Reactant | (S)-(-)-2,2'-Bis(di-p-tolylphosphino)-1, 1'-binaphthyl | HCID 4189906 | — |
| Reactant | 3-Benzylcyclopent-2-en-1-one | HCID 11829917 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | 3-Benzylcyclopentan-1-one | HCID 14400119 | 795.3% |
Reaction Steps
General procedure B using (S)-p-tol-BINAP and 3-benzylcyclopentenone (0.11 g, 0.7 mmol) gave, after 24 h at 0° C. and flash chromatography (6:1 pentane:diethyl ether), the title compound as a clear liquid (0.97 g, 85% yield). Spectroscopic data were consistent with previously reported data for this compound.12 [α]D25° C.−96° (c 1.3, CHCl3). Chiral HPLC analysis (Chiracel OD column) indicated that the title compound was obtained in 96% ee.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06787655B2 |
| Source dataset | uspto-grants-2004_09 |
| ORD ID | ord-15841003a3ef4370b2dffbae2fe9625a |
| Source note | uspto-grants-2004_09 |