Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Hexafluorophosphate | HCID 9886 | — |
| Reactant | 2-allyloxy-2-phenylbut-3-yne | HCID 11008636 | — |
| Product | HCID 10856208 | HCID 10856208 | 84% |
Reaction Steps
Metathesis under Photo-chemical Irradiation. A solution of 2-allyloxy-2-phenylbut-3-yne (371 mg, 1.99 mmol) and the allenylidene complex (p-cymene)RuCl(PCy3)(═C═C═CPh2)+PF6− (44 mg, 0.0496 mmol, 2.5 mol %) in toluene (10 ml) is irradiated with UV light (Hg lamp, 300 nm) for 30 minutes at room temperature under nitrogen, then stirred for 4 hours at 80° C. without UV irradiation. The solvent is evaporated and the crude product is purified by flash chromatography using ether:pentane (1:10) as the eluent. This affords the title compound as a yellowish liquid (313 mg, 84%), the spectral data of which are identical to those reported above.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06590048B1 |
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| Source dataset | uspto-grants-2003_07 |
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| ORD ID | ord-d326e4f13f214dc5ac968ec011ff7363 |
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| Source note | uspto-grants-2003_07 |
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