HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-(6-Methoxynaphthalen-2-YL)piperidine → (S)-alpha-(2'-(2-hydroxy-3-(4-(6-methoxynaphthalen-2-yl) piperidino) propyloxy) benzylidene)-gamma-butyrolactone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-(6-Methoxynaphthalen-2-YL)piperidine | HCID 22729312 | — |
| Reactant | (S)-alpha-(2'-(2,3-epoxypropan-1-yloxy)benzylidene)-gamma-butyrolactone | HCID 86585643 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (S)-alpha-(2'-(2-hydroxy-3-(4-(6-methoxynaphthalen-2-yl) piperidino) propyloxy) benzylidene)-gamma-butyrolactone | HCID 69498080 | 42.1% |
Reaction Steps
(S)-α-(2′-(2,3-Epoxypropan-1-yloxy)benzylidene)-γ-butyrolactone (1.2 g) and 4-(6-methoxynaphthalen-2-yl)piperidine (1.2 g) were dissolved in methanol (50 ml), and the mixture was refluxed under heating for 2 hr. After cooling, the solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (chloroform/methanol) to give the title compound (1.0 g), melting point 148–150° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07196199B2 |
| Source dataset | uspto-grants-2007_03 |
| ORD ID | ord-d1d37a4f613a4cd08cf736771faffb97 |
| Source note | uspto-grants-2007_03 |