HuagongsheHuagongshe Chemistry Print Report · For research reference only
Oxalic Acid → HCID 70083728, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Oxalic Acid | HCID 971 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-(Chloromethyl)quinoline | HCID 20394 | — |
| Reactant | HCID 19772069 | HCID 19772069 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 70083728 | HCID 70083728 | — |
Reaction Steps
A mixture of 3.60 g (8.8 mmol) of 4-[[(3,4-difluorophenyl)amino](4-fluorophenyl)methyl]piperidine hydrochloride hydrate, 2.04 g (9.5 mmol) of 2-chloromethylquinoline and 3.0 g (28.3 mmol) of sodium carbonate in 200 mL of absolute ethanol was stirred at room temperature for 66 h. The solvent was removed in vacuo to give an oil. This was partitioned between CH2Cl2 and dilute NaOH. The CH2Cl2 solution was dried (Na2SO4), and the solvent was removed in vacuo to give an oil. A solution of the oil in methanol was treated with an excess of oxalic acid. Anhydrous ether was added, and 2.53 g (51.3%) of title compound was collected as a crystalline solid, mp. 139°-140° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05198449 |
| Source dataset | uspto-grants-1993_03 |
| ORD ID | ord-e19bc1f066bf4a1faad17c6a63eba2c7 |
| Source note | uspto-grants-1993_03 |