HuagongsheHuagongshe Chemistry Print Report · For research reference only
4'-Hydroxypropiophenone → Ifenprodil
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4'-Hydroxypropiophenone | HCID 6271 | — |
| Reactant | 4-Benzylpyridine | HCID 16458 | — |
| Reactant | Bromine | HCID 24408 | — |
| Reactant | Sodium Acetate | HCID 517045 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | Ifenprodil | HCID 3689 | 94.6% |
Reaction Steps
To 4 ml of dioxane were added 6.0 g of 4'-hydroxypropiophenone. 6.8 Grams of bromine were added dropwise to the mixture with stirring at room temperature, and the reaction liquid was stirred for an additional 5 minutes. To the reaction liquid were then added 8.1 g of 4-benzylpyridine, 100 ml of methanol and 3.3 g of anhydrous sodium acetate, and the mixture was refluxed under heating for 5 hours. After refluxing the mixture, the reaction mixture was worked up in the same manner as described in Example 46, whereby 12.3 g (79.9%) of ifenprodil 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-b264c3b1b00b43d0b5b1198c6d43fed7 |
| Source note | uspto-grants-1983_03 |