HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclopentanol → HCID 22385744, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclopentanol | HCID 7298 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 3-Nitrophthalimide | HCID 11779 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22385744 | HCID 22385744 | 74.4% |
Reaction Steps
To a solution of 3-nitrophthalimide (3.85 g, 20.0 mmol), cyclopentanol (2.24 g, 26.0 mmol) and triphenylphosphine (6.87 g, 26.2 mmol) in tetrahydrofuran 30 ml was dropwise added 40% toluene solution (11.4 ml) of diethyl azocarboxylate under stirring in a nitrogen stream. The mixture was concentrated in vacuo, and the precipitate formed upon addition of ether was filtered off. After the filtrate was concentrated in vacuo, the residue was purified by silica gel column chromatography (hexane-ethyl acetate, 3:1) to give the title compound (3.87 g) as a colorless solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06914062B2 |
| Source dataset | uspto-grants-2005_07 |
| ORD ID | ord-12458db48f694b11a4a51612ac62bea4 |
| Source note | uspto-grants-2005_07 |