HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 58453198, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1-Cyclopropyl-3-(2-nitrophenyl)-propyl methanesulfonate | HCID 86621242 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 58453198 | HCID 58453198 | 64% |
Reaction Steps
0.48 g of sodium hydride (12 mmol) is introduced into 10 ml of dimethyl sulfoxide and a solution consisting of the 1-cyclopropyl-3-(2-nitrophenyl)-propyl methanesulfonate and 15 ml of DMSO is added. Stirring is then carried out for 5 hours at ambient temperature. The reaction mixture is added to ice-water. Extraction is carried out with ethyl acetate, and the organic phase is dried over sodium sulfate and concentrated by evaporation. Chromatography on silica gel is carried out in order to remove by-products (eluant: ethyl acetate/hexane 1:15). After removal of the eluant, 0.28 g of 2-(2-nitrophenyl)-bicyclopropane (64% of theory) is obtained in the form of a brownish liquid (trans:cis ratio: 4.1:1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07514584B2 |
| Source dataset | uspto-grants-2009_04 |
| ORD ID | ord-800197e7fa8b4143b92f742ae23d7109 |
| Source note | uspto-grants-2009_04 |