HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → 3-Phenyl-8-carbobenzyloxy-1-oxa-3,8-diazaspiro[4.5]decan-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Phosgene | HCID 6371 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Benzyl 4-hydroxy-4-[(phenylamino)methyl]piperidine-1-carboxylate | HCID 20286530 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 3-Phenyl-8-carbobenzyloxy-1-oxa-3,8-diazaspiro[4.5]decan-2-one | HCID 13016599 | 50.7% |
Reaction Steps
To a mixture of 2.2 g 1-carbobenzyloxy-4-hydroxy-4-anilinomethylpiperidine, 3 ml triethylamine and 20 ml dichloromethane is added a solution of 3 g phosgene in 25 ml toluene. After 30 minutes the mixture is washed with 100 ml, 1 N hydrochloric acid. Removal of solvent by evaporation followed by recrystallization from diethyl ether-hexane affords 1.2 g of 3-phenyl-8-carbobenzyloxy-1-oxa-3,8-diazaspiro[4.5]decan-2-one, mp 100°-102°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04255432 |
| Source dataset | uspto-grants-1981_03 |
| ORD ID | ord-a2446ea98dcb4f4fa5ebe75ee8f81ed0 |
| Source note | uspto-grants-1981_03 |