HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 1-[4-[3-[4-[Bis(4-fluorophenyl)hydroxymethyl]-1-piperidinyl]propoxy]-2-methoxyphenyl]ethanone hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Bis(4-fluorophenyl)(piperidin-4-yl)methanol | HCID 11208889 | — |
| Reactant | 3-(p-Acetyl-m-methoxyphenoxy)propyl chloride | HCID 14407182 | — |
| Reactant | 4-(Diphenylmethylene)-1-(3-phenoxypropyl)piperidine oxalate | HCID 23036335 | — |
| Solvent | 1-Butanol | HCID 263 | — |
| Product | 1-[4-[3-[4-[Bis(4-fluorophenyl)hydroxymethyl]-1-piperidinyl]propoxy]-2-methoxyphenyl]ethanone hydrochloride | HCID 23036438 | — |
Reaction Steps
This compound was prepared according to the procedure used to synthesize the compound of Example 1. A mixture of 3.0 g (0.01 mole) of [α,α-bis(p-fluorophenyl)]-4-piperidinemethanol, 2.4 g (0.01 mole) of 1-[4-(3-chloropropoxy)-2-methoxyphenyl]ethanone, 5.3 g (0.05 mole) of anhydrous sodium carbonate and 0.3 g of potassium iodide in 100 ml of 1-butanol gave a gum as residue. The gum was purified by column chromatography on 80 g of Florisil® and the fractions eluted with 20% acetone in benzene were combined and concentrated under reduced pressure to give a solid as residue. The solid was converted to the hydrochloride and this solid was recrystallized from 2-propanol-isopropyl ether to yield 2.2 g (40%) of white power, m.p. 196°-197° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04950674 |
| Source dataset | uspto-grants-1990_08 |
| ORD ID | ord-1ac9691701d44ee6be7327f1ab30573e |
| Source note | uspto-grants-1990_08 |