HuagongsheHuagongshe Chemistry Print Report · For research reference only
Oxalic Acid → [4-[3-[4-[Bis(4-fluorophenyl)hydroxymethyl]-1-piperidinyl]propoxy]phenyl]carbamic acid ethyl ester oxalate hydrate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Oxalic Acid | HCID 971 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Bis(4-fluorophenyl)(piperidin-4-yl)methanol | HCID 11208889 | — |
| Reactant | N-[4-(3-Chloropropoxy)phenyl]carbamic acid ethyl ester | HCID 14407186 | — |
| Reactant | 4-(Diphenylmethylene)-1-(3-phenoxypropyl)piperidine oxalate | HCID 23036335 | — |
| Catalyst | Potassium Iodide | HCID 4875 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | [4-[3-[4-[Bis(4-fluorophenyl)hydroxymethyl]-1-piperidinyl]propoxy]phenyl]carbamic acid ethyl ester oxalate hydrate | HCID 70373334 | 50% |
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(4-fluorophenyl)-4-piperidinemethanol, 2.6 (0.01 mole) of N-[4-(3-chloropropoxy) phenyl]carbamic acid ethyl ester, 5.3 g (0.05 mole) of anhydrous sodium carbonate and 0.3 g of potassium iodide in 100 ml of dimethylformamide heated in a steambath for 24 hr gave a gum as residue. The gum was converted to the oxalic acid salt in ethyl acetate and the solid was recrystallized from 2-propanol to yield 32 g (50%) of title compound as a white solid, mp 70°-90° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04950674 |
| Source dataset | uspto-grants-1990_08 |
| ORD ID | ord-4915868faa5542e2bf68bd1952a72ade |
| Source note | uspto-grants-1990_08 |