HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 7-(Oxiran-2-yl)benzofuran
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Sulfoxonium, trimethyl-, iodide (1:1) | HCID 74498 | — |
| Reactant | 1-Benzofuran-7-carbaldehyde | HCID 11126406 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 7-(Oxiran-2-yl)benzofuran | HCID 14958943 | — |
Reaction Steps
A solution of benzofuran-7-carboxaldehyde (4.4 g) in dry dimethylsulphoxide was added dropwise to a stirred solution of sodium hydride (60% dispersion in oil, 2.5 g) and trimethylsulphoxonium iodide (7.6 g) in dimethylsulphoxide (50 ml) at room temperature. After 1 hour iced water was added and extracted with diethylether. The extracts were washed with water, dried, filtered and evaporated to a yellow oil. Chromatography on silica eluting with 10:1:90 ether:triethylamine:hexane gave 7-benzofuranyl oxirane as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04904653 |
| Source dataset | uspto-grants-1990_02 |
| ORD ID | ord-20790c38dd82409fbc481d8470754e26 |
| Source note | uspto-grants-1990_02 |