HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Chloride → Ethyl 1-oxa-5-azaspiro[2.4]heptane-5-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Sulfoxonium, trimethyl-, iodide (1:1) | HCID 74498 | — |
| Reactant | Ethyl 3-oxopyrrolidine-1-carboxylate | HCID 277754 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | Ethyl 1-oxa-5-azaspiro[2.4]heptane-5-carboxylate | HCID 14578448 | — |
Reaction Steps
23.5 g (107 mmol) of trimethylsulphoxonium iodide and 3.3 g of sodium hydride (80% strength in paraffin oil) are initially introduced and 80 ml of absolute dimethyl sulphoxide are added dropwise at 10° C. The mixture is stirred for an hour at room temperature and 15.7 g (100 mmol) of ethyl 3-oxopyrrolidine-1-carboxylate [J. Med. Pharm. Chem. 5, 752 (1962] in 20 ml of absolute dimethyl sulphoxide are then added dropwise in the course of 15 minutes. The mixture is stirred for one hour at room temperature, poured onto a mixture of ice and saturated sodium chloride solution and extracted using diethyl ether. The ether solutions are washed with sodium chloride solution, dried over Na2SO4, concentrated and distilled.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05173484 |
| Source dataset | uspto-grants-1992_12 |
| ORD ID | ord-883f579e0d124d9eb384d6793d91e99a |
| Source note | uspto-grants-1992_12 |