HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hexachloroacetone → HCID 69296253, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hexachloroacetone | HCID 8303 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Carbamic acid, [(1R,4R)-4-hydroxy-2-cyclohexen-1-yl]-, 1,1-dimethylethyl ester, rel- | HCID 69157188 | — |
| Product | HCID 69296253 | HCID 69296253 | 62% |
Reaction Steps
To a mixture of trans-1-hydroxy-4-(tert-butoxycarbonylamino)-2-cyclohexene (2.93 g, 13.8 mmol) in hexachloroacetone (70 mL) was added triphenylphosphine (7.51 g, 28.6 mmol) and the mixture was stirred at room temperature for 1 hour. The mixture was concentrated and the thus obtained oil was purified by column chromatography on silica gel (10:1 hexanes-ethyl acetate) and provided 1.98 g (62%) of cis-1-(tert-butoxycarbonylamino)-4-chloro-2-cyclohexene as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07354934B2 |
| Source dataset | uspto-grants-2008_04 |
| ORD ID | ord-33d1722462ae402499626ef779371711 |
| Source note | uspto-grants-2008_04 |