Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-(Bromomethyl)-2,4-difluorobenzene | HCID 90297 | — |
| Reactant | Piperonylamine | HCID 2723901 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 11959582 | HCID 11959582 | 217% |
Reaction Steps
28.20 g (0.125 mol) of 2,4-difluorobenzyl bromide was weighed, to which 200 mL of dichloromethane was added and then 62.00 g (0.404 mol) of 4-piperidone hydrochloride monohydrate was added under stirring. And then 86.00 g (0.850 mol) of triethylamine was added dropwise at a bath temperature of 30-40° C. under stirring. After the addition, the reaction was heated, refluxed and reacted overnight. On the next day, the reaction was cooled, filtered to removed solid, washed in sequence with dichloromethane and ethyl ether, combined, washed with water and dried, and the solvent was recovered to obtain 61.10 g of crude product (73.3%), 1H-NMR (CDCl3, ppm) δ: 7.31-7.33 (5H, m), 3.56 (2H, s), 2.64 (2H, s), 2.53-2.62 (4H, m), 1.52-1.86 (4H, m); which was used directly in the next step of reaction.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08921563B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-454d2e49699641878ddcb348afc90d69 |
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| Source note | uspto-grants-2014_12 |
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