HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bromomethyl 4-methoxyphenyl ketone → N-benzyl-4-(p-methoxybenzoylmethyl)-4-piperidinol hydrobromide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bromomethyl 4-methoxyphenyl ketone | HCID 4965 | — |
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | 1-Benzyl-4-piperidone | HCID 19220 | — |
| Reactant | Cerium(III) chloride | HCID 24636 | — |
| Reactant | HCID 23002992 | HCID 23002992 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-benzyl-4-(p-methoxybenzoylmethyl)-4-piperidinol hydrobromide | HCID 67119971 | 36.3% |
Reaction Steps
Anhydrous cerium chloride (0.99 g, 4.0 mmol) and sodium iodide (1.8 g, 12.0 mmol) are added to 10 ml of anhydrous tetrahydrofuran as a solvent to form a suspension. Dissolving 0.92 g (4.0 mmol) of 2-bromo-1-(4-methoxyphenyl)-ethanone and 0.76 g (4.0 mmol) of N-benzyl-4-piperidone in 10 ml of anhydrous tetrahydrofuran, and the solution is added dropwise to the above suspension and reacting at room temperature for 2 hours. Operating according to the post-treatment procedure in General Method three, and a salt is formed by acidifying with hydrobromic acid/ethanol solution, which is recrystallized in ethyl acetate/ethanol to obtain 0.61 g of a white crystal, with yield of 34.9%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08501778B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-10826c0783e14e8aad4c696c72ebe726 |
| Source note | uspto-grants-2013_08 |