HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 8-(Pyridin-4-yl)-1,4-dioxa-8-azaspiro[4.5]decane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 1,4-Dioxa-8-azaspiro(4.5)decane | HCID 67435 | — |
| Reactant | 4-Chloropyridine hydrochloride | HCID 81852 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 8-(Pyridin-4-yl)-1,4-dioxa-8-azaspiro[4.5]decane | HCID 15382416 | 74.5% |
Reaction Steps
A mixture of 1,4-dioxa-8-azaspiro[4.5]decane (150 g), 4-chloropyridine hydrochloride (190 g) and triethylamine (320 g) in ethanol (800 ml) was reacted in a sealed tube at 150° C. for 15 hours. The reaction mixture was concentrated to obtain a residue, which was made alkaline by an addition of a 6N aqueous solution of sodium hydroxide, and then extracted with dichloromethane. After drying and concentrating, the resultant residue was triturated from hexane, collected by filtration and then dried to obtain 8-(4-pyridyl)-1,4-dioxa-8-azaspiro[4.5]decane (172 g) as a pale yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06723722B1 |
| Source dataset | uspto-grants-2004_04 |
| ORD ID | ord-62e6bc5d2bc541da900e343408d9e8f6 |
| Source note | uspto-grants-2004_04 |