HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,1-Dimethylethyl 4-(2-propen-1-yl)-4-(2-propen-1-yloxy)-1-piperidinecarboxylate → Tert-butyl 1-oxa-9-azaspiro[5.5]undec-3-ene-9-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,1-Dimethylethyl 4-(2-propen-1-yl)-4-(2-propen-1-yloxy)-1-piperidinecarboxylate | HCID 21955273 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | Tert-butyl 1-oxa-9-azaspiro[5.5]undec-3-ene-9-carboxylate | HCID 21955282 | — |
Reaction Steps
A solution of Example 518B (0.79 g, 2.81 mmol) in degassed benzene (100 mL) at room temperature was treated with bis-tricyclohexylphosphine benzylidene ruthenium (IV) dichloride (150 mg), stirred for 18 hours, and concentrated. The concentrate was purified by flash column chromatography on silica gel with 10%-25% ethyl acetate/heptane to provide the desired product. MS (DCI(+)) m/e 254 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07754886B2 |
| Source dataset | uspto-grants-2010_07 |
| ORD ID | ord-6783be48b7f1474ab5b8498d165d705d |
| Source note | uspto-grants-2010_07 |