HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 58453198, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | 1-Cyclopropyl-3-(2-nitrophenyl)-propyl methanesulfonate | HCID 86621242 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58453198 | HCID 58453198 | 85% |
Reaction Steps
1.18 g of 1-cyclopropyl-3-(2-nitrophenyl)-propyl methanesulfonate (3.94 mmol) is dissolved in 40 ml of dimethylformamide, 0.91 g of potassium tert-butanolate (97%, 7.88 mmol) are added and stirring is carried out for 1 hour at ambient temperature under a nitrogen atmosphere. Water is added to the reaction mixture. 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 1:2). After removal of the eluant, 0.68 g of 2-(2-nitrophenyl)-bicyclopropane (85% of theory) is obtained in the form of an orange-coloured liquid (trans:cis ratio: 6.5:1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07514584B2 |
| Source dataset | uspto-grants-2009_04 |
| ORD ID | ord-d027c83575c5456fb94f68fc0fce9e12 |
| Source note | uspto-grants-2009_04 |