HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl 1-oxa-6-azaspiro(2.5)octane-6-carboxylate → Benzyl 4-fluoromethyl-4-hydroxy-1-piperidinecarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl 1-oxa-6-azaspiro(2.5)octane-6-carboxylate | HCID 13016598 | — |
| Reactant | Potassium fluoride, 99%, spray-dried | HCID 53443437 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Benzyl 4-fluoromethyl-4-hydroxy-1-piperidinecarboxylate | HCID 22744595 | 87% |
Reaction Conditions
| Temperature | 120 °C |
|---|
Reaction Steps
3.2 g of potassium hydrogen fluoride and 610 mg tetra-n-butyl ammonium dihydrogen trifluoride were added to 5 g of benzyl 1-oxa-6-azaspiro[2.5]octane-6-carboxylate, and it was stirred at 120° C. for 7 hr. After cooling, methylene chloride was added thereto and it was filtered through Celite. The filtrate was evaporated, and the resulting residue was subjected to silica gel column chromatography to give 4.7 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06699870B2 |
| Source dataset | uspto-grants-2004_03 |
| ORD ID | ord-2cab68ccb88f441482e14ebe41b0de61 |
| Source note | uspto-grants-2004_03 |