HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethylene Glycol → Methyl 1,4-dioxaspiro[4.5]decane-7-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethylene Glycol | HCID 174 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) | HCID 466102 | — |
| Reactant | Methyl 3-oxocyclohexane-1-carboxylate | HCID 566099 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Methyl 1,4-dioxaspiro[4.5]decane-7-carboxylate | HCID 372311 | — |
Reaction Steps
Methyl 3-oxocyclohexanecarboxylate (930 mg) and pyridinium p-toluenesulfonate (299 mg) were combined in toluene (29.8 mL) to give a colorless solution. Ethylene glycol (0.996 mL) was added and the reaction was refluxed under Dean-Stark conditions for 2 days. The reaction was cooled to room temperature, triethylamine was added, and then the mixture was concentrated by rotary evaporation. The residue was purified by regular phase flash column chromatography (Analogix 0-40% hexane/ethyl acetate).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09034875B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-89ae61a478bb4ddc8bfe5bc0a9a34275 |
| Source note | uspto-grants-2015_05 |