HuagongsheHuagongshe Chemistry Print Report · For research reference only
4'-Hydroxypropiophenone → Ifenprodil hydrobromide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4'-Hydroxypropiophenone | HCID 6271 | — |
| Reactant | 4-Benzylpyridine | HCID 16458 | — |
| Reactant | Bromine | HCID 24408 | — |
| Reactant | Potassium Bicarbonate | HCID 516893 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | Ifenprodil hydrobromide | HCID 12613162 | 66.4% |
Reaction Steps
To 4 ml of dioxane were added 6.0 g of 4'-hydroxypropiophenone. 6.4 Grams of bromine were added dropwise to the mixture with stirring at room temperature, and the reaction liquid was stirred for an additional 10 minutes. To the reaction liquid were then added 6.4 g of 4-benzylpyridine, 1 ml of water, 100 ml of methanol and 4.0 g of potassium hydrogen carbonate, and the mixture was refluxed under heating for 5 hours. The reaction mixture was then treated in the same manner as described in Example 26, whereby 10.6 g (66.4%) of ifenprodil hydrobromide were obtained as white crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04377691 |
| Source dataset | uspto-grants-1983_03 |
| ORD ID | ord-b69667c6c86b4a37a70f575b65718208 |
| Source note | uspto-grants-1983_03 |