HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-(8-Phenyl-1,4-dioxaspiro[4.5]dec-8-yl)pyrrolidine hydrochloride → 4-Pyrrolidin-4-yl-4-phenylcyclohexanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-(8-Phenyl-1,4-dioxaspiro[4.5]dec-8-yl)pyrrolidine hydrochloride | HCID 57475102 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Product | 4-Pyrrolidin-4-yl-4-phenylcyclohexanone | HCID 57475104 | 96% |
Reaction Steps
4-(8-Phenyl-1,4-dioxaspiro[4.5]dec-8-yl)pyrrolidine hydrochloride (5.8 g, 17.9 mmol) was dissolved in 7.5 N hydrochloric acid (16 ml) and the mixture was stirred at room temperature for 24 h. When the hydrolysis had ended, the reaction mixture was extracted with diethyl ether (2×50 ml), and the aqueous phase was rendered alkaline with 5 N sodium hydroxide solution, while cooling with ice, and extracted with methylene chloride (3×50 ml) and the extract was concentrated. It was possible to isolate the ketone Ket-8 as a yellow solid with a melting point of 75-79° C. and a yield of 96% (4.1 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08138187B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-cc9448a2ede7496da8fdadb44a867ece |
| Source note | uspto-grants-2012_03 |