HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyrrolidine → 1-(1,4-dioxa-spiro[4.5]dec-7-en-8-yl)-pyrrolidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyrrolidine | HCID 31268 | — |
| Reactant | 1,4-Dioxaspiro[4.5]decan-8-one | HCID 567415 | — |
| Catalyst | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Solvent | Cyclohexane | HCID 8078 | — |
| Product | 1-(1,4-dioxa-spiro[4.5]dec-7-en-8-yl)-pyrrolidine | HCID 10081820 | 30.2% |
Reaction Steps
Reflux a solution of 1,4-cyclohexanedione mono-ethylene ketal (10.4 g, 66.5 mmol) and pyrrolidine (4.96 g, 69.8 mmol) and p-toluenesulfonic acid monohydrate (0.13 g, 0.66 mmol) in 50 mL cyclohexane overnight with a Dean-Stark trap and drying tube. Filter the mixture, wash with Et2O and concentrate the brown filtrate to afford 4.20 g of 1-(1,4-dioxa-spiro[4.5]dec-7-en-8-yl)-pyrrolidine as brown oil
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09000154B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-e31817537cf44e3aac29ce3231017574 |
| Source note | uspto-grants-2015_04 |