HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Iodide → 2-{2-[4-(1,1-Diphenyl-methoxymethyl)-piperidin-1-yl]-ethyl}-isoindole-1,3-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | 1H-Isoindole-1,3(2H)-dione, 2-(2-bromoethyl)- | HCID 11325 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-((Diphenylmethoxy)methyl)piperidine | HCID 2762420 | — |
| Solvent | Methyl Ethyl Ketone | HCID 6569 | — |
| Product | 2-{2-[4-(1,1-Diphenyl-methoxymethyl)-piperidin-1-yl]-ethyl}-isoindole-1,3-dione | HCID 54350005 | 79.8% |
Reaction Steps
The mixture of 4-(1,1-diphenyl-methoxymethyl)-piperidine (0.760 g, 2.7 mmol, 1.0 eq.), N-(2-bromoethyl)phthalimide (0.686 g, 2.7 mmol, 1.0 eq.), K2CO3 (0.560 g, 4.1 mmol, 1.5 eq.), and NaI (0.567 g, 3.8 mmol, 1.4 eq.) in 2-butanone (10 ml) was refluxed for 2-3 hours. The mixture was then cooled to room temperature. The white solid was filtered off and was washed with small amount of CHCl3. The filtrates were combined and concentrated. The resulted residue was dissolved in CHCl3 (80 ml). The solution was washed with water (3×10 ml), then dried over anhydrous Na2SO4. After removed all solvent, the crude product 2-{2-[4-(1,1-diphenyl-methoxymethyl)-piperidin-1-yl]-ethyl}-isoindole-1,3-dione was yielded (0.980 g, 79.8% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06255323B1 |
| Source dataset | uspto-grants-2001_07 |
| ORD ID | ord-b721ecc1f23c49c2a3800d289e189de9 |
| Source note | uspto-grants-2001_07 |