HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 69352678, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1,3-Benzodioxole, 5-(chloromethyl)- | HCID 88713 | — |
| Reactant | HCID 69351642 | HCID 69351642 | — |
| Catalyst | 2-Naphthylalanine | HCID 185915 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 69352678 | HCID 69352678 | 74% |
Reaction Steps
To an ice water-cooled solution of (3S)-3-(4-aminophenoxy)piperidine (3.5 g) in DMF (20 mL) was added K2CO3 (7.5 g) and Nal (0.2 g), followed by the addition of 5-chloromethyl-1,3-benzodioxole (4.7 mL). The resulting reaction mixture was stirred at ambient temperature for 2 hours. The reaction mixture was diluted with ethyl acetate (200 mL), washed with water (100 mL×3) and brine (100 mL), and dried (Na2SO4). The crude product was further purified by column chromatography (methanol:ethyl acetate1:10), to afford (3S)-3-(4-aminophenoxy)-1-[(1,3-benzodioxol-5-yl)methyl]piperidine (4.4 g, 74% yield) as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06982259B2 |
| Source dataset | uspto-grants-2006_01 |
| ORD ID | ord-7747ad3d5b4a43fd866ad0def5badcd2 |
| Source note | uspto-grants-2006_01 |