HuagongsheHuagongshe Chemistry Print Report · For research reference only
Oxalic Acid → N-{1-[2-(3,4-Dihydro-2H-1-benzopyran-4-yl)ethyl]-4-piperidyl}-N-phenyl-4-fluorobenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Oxalic Acid | HCID 971 | — |
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-(2-bromoethyl)-3,4-dihydro-2H-benzopyran | HCID 14330282 | — |
| Reactant | HCID 19829422 | HCID 19829422 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Methyl Ethyl Ketone | HCID 6569 | — |
| Product | N-{1-[2-(3,4-Dihydro-2H-1-benzopyran-4-yl)ethyl]-4-piperidyl}-N-phenyl-4-fluorobenzamide | HCID 19829420 | 89.2% |
Reaction Steps
The procedure is as in Example 4, but starting with 4-(2-bromoethyl)-3,4-dihydro-2H-benzopyran (1.6 g), N-phenyl-N(4-piperidyl)-4-fluorobenzamide hydrochloride (2.21 g), dry potassium carbonate (1.8 g) and potassium iodide (0.8 g) in 2-butanone (50 cc). The oil obtained is taken up in the minimum amount of acetone and oxalic acid (0.6 g), dissolved in acetone, is added. The white precipitate formed is filtered off on sintered glass and then recrystallized in ethanol (50 cc). N-{1-[2-(3,4-Dihydro-2H-1-benzopyran-4-yl)ethyl]-4-piperidyl}-N-phenyl-4-fluorobenzamide acid oxalate (2.7 g) is thereby obtained in the form of a white solid, m.p. 161° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05025013 |
| Source dataset | uspto-grants-1991_06 |
| ORD ID | ord-341b4691aa6f4a6f9291a795cdb1bba8 |
| Source note | uspto-grants-1991_06 |