Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Allyl bromide | HCID 7841 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | (R)-4-bromo-alpha-methylbenzylamine | HCID 853000 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 59104141 | HCID 59104141 | 99% |
Reaction Steps
A mixture of 2.0 g (10.0 mmol) (R)-1-(4-bromo-phenyl)-ethylamine and 30 ml toluene (dry) was cooled to 0° C. Thereafter, 5.2 ml (30.0 mmol) of di-iso-propylethylamine was added drop-wise, followed by the addition of 7.4 ml (85 mmol) allyl bromide. The resulting mixture was warmed to room temperature and then heated to 95° C. for 2.5 hours. The mixture was filtered. The precipitate was then washed with toluene and the filtrate and washings were combined and then concentrated in vacuo to give a reddish-brown oil. Chromatography on silica gel using 15% ethyl acetate/hexanes gave 2.76 g (99%) oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07354941B2 |
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| Source dataset | uspto-grants-2008_04 |
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| ORD ID | ord-d39aea3da972403a8d4687d9589fc533 |
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| Source note | uspto-grants-2008_04 |
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