HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → 3H-Spiro(1-benzofuran-2,4'-piperidine)
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | 1'-(Phenylmethyl)spiro[benzofuran-2(3H),4'-piperidine] | HCID 12733227 | — |
| Reactant | 2,3-Dihydro-1'-benzylspiro[benzofuran-2,4'-piperidine]hydrochloride | HCID 20477814 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | 3H-Spiro(1-benzofuran-2,4'-piperidine) | HCID 12733230 | — |
Reaction Steps
A solution of 5.3 g of 2,3-dihydro-1'-benzylspiro[benzofuran-2,4'-piperidine], free base of Example 1, in 250 ml of isopropyl alcohol is hydrogenated in a Paar shaker, 50 psig, 65°-70° C., with 1 g of a 10% palladium/carbon catalyst until the uptake of hydrogen is completed. Thereafter, the solution is successively permitted to cool to ambient temperature, filtered and concentrated to dryness, leaving a white solid. The solid is dissolved in a benzene-ether mixture, the solution is filtered through celite and then concentrated again, providing a white solid which, upon trituration with ether, provides the product, 2,3-dihydrospiro[benzofuran-2,4'-piperidine], mp 56°-58.5° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04166119 |
| Source dataset | uspto-grants-1979_08 |
| ORD ID | ord-4165a27a1aa44a5cb729353c62af55a4 |
| Source note | uspto-grants-1979_08 |