Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Allyl bromide | HCID 7841 | — |
| Reactant | HCID 68911952 | HCID 68911952 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68912516 | HCID 68912516 | 97.3% |
Reaction Steps
(4aS,10bS)-8-Nitro-1,2,3,4,4a,5,6,10b-octahydro-benzo[f]quinoline (0.50 g, 1.51 mmol) was dissolved in THF (30 mL) and allyl bromide (0.40 g, 3.30 mmol) added. The solution was stirred at 50° C. for 8 h, room temperature for 18 h and then evaporated. The residue was partitioned between ethyl acetate and NaOH (2M), and the organic phase separated and dried over MgSO4. The filtered solution was concentrated and separated by column chromatography (dichloromethane: 0-3% MeOH) to give the product as a yellow oil (0.40 g, 97%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08969552B2 |
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| Source dataset | uspto-grants-2015_03 |
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| ORD ID | ord-af79cfcb27554cdf8d3382ff276c7951 |
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| Source note | uspto-grants-2015_03 |
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