HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Oxalic Acid → 5-[2-[4[Bis(4-fluorophenyl)hydroxymethyl]-1-piperidinyl]ethyl]-3-methyl-2-oxazolidinone oxalate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Oxalic Acid | HCID 971 | — |
| Edukt | Potassium Iodide | HCID 4875 | — |
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | Bis(4-fluorophenyl)(piperidin-4-yl)methanol | HCID 11208889 | — |
| Edukt | 5-(2-Chloro-ethyl)-3-methyl-oxazolidin-2-one | HCID 14698746 | — |
| Lösungsmittel | 1-Butanol | HCID 263 | — |
| Produkt | 5-[2-[4[Bis(4-fluorophenyl)hydroxymethyl]-1-piperidinyl]ethyl]-3-methyl-2-oxazolidinone oxalate | HCID 19836722 | 71% |
Reaktionsschritte
A mixture of 3.0 g (0.01 mole) of α,α-bis(p-fluorophenyl)-4-piperidinemethanol, 1.6 g (0.01 mole) of 5-(2-chloroethyl)-3-methyl-2-oxazolidinone, 5.3 g (0.085 mole) of anhydrous sodium carbonate and 0.3 g of potassium iodide in 100 ml of 1-butanol was heated at reflux for 20 hr. The mixture was concentrated under reduced pressure and the residue was partitioned between water and benzene. The benzene layer was washed with water and brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure to give a gum as residue. The gum was converted to the oxalic acid salt, recrystallizing from absolute ethanol to give 3.7 g (71%) of white powder, m.p. 124°-134° C. with decomposition.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US04886794 |
| Quelldatensatz | uspto-grants-1989_12 |
| ORD ID | ord-e650102e8b3d4db68039db5dbc670305 |
| Quellennotiz | uspto-grants-1989_12 |