Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 4-Methylquinoline | HCID 10285 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 12549418 | HCID 12549418 | 96.9% |
Reaction Steps
A solution of lepidine (37.82 g) and benzyl bromide (6.471 g) in acetonitrile (100 mL) were stirred and heated to reflux in an oil bath at 93° C. for 20 hours. Cooled the reaction mixture to room temperature, added ethyl acetate (50 mL) and stirred for 30 min. The resultant solid was collected, washed with ethyl acetate (4×20 mL) and dried in the air. The filtrate was concentrated to a small volume and a second crop of solid was also collected. The combined solid was dried in an oven under high vacuum at 50° C. overnight. There was obtained 11.52 g (96.9%) of product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06551831B2 |
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| Source dataset | uspto-grants-2003_04 |
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| ORD ID | ord-9ecbdb3f488b4bb3ac8fd9366a9f3c3b |
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| Source note | uspto-grants-2003_04 |
|---|