Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diiodomethane | HCID 6346 | — |
| Reactant | Hexamethyldisilazane | HCID 13838 | — |
| Reactant | HCID 18434141 | HCID 18434141 | — |
| Reactant | HCID 18434314 | HCID 18434314 | — |
| Catalyst | Zinc | HCID 23994 | — |
| Catalyst | Cuprous chloride | HCID 62652 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 18434231 | HCID 18434231 | — |
Reaction Steps
Eg) A mixture of 457 mg of zinc dust and 692 mg of CuCl in 15 ml of ether is heated under reflux under argon. Subsequently, a solution of 934 mg of [4-[1-(4-bromo-phenyl)-vinyl]-phenoxy]-trimethyl-silane in 15 ml of ether, prepared from 748 mg of 4-[1-(4-bromo-phenyl)-vinyl]-phenol (Ex. Ef) and 14 ml of hexamethyldisilazane under reflux, is added dropwise and thereafter 0.56 ml of methylene iodide is added. The reaction mixture is heated under reflux and diluted with ether. The residue is washed with ether and the filtrate is washed with water, dried and concentrated. The crude product is purified over silica gel with ethyl acetate-hexane as the eluent. 4-(1-(4-Bromo-phenyl)cyclopropyl)-phenol is obtained as a brown oil, MS: m/e 288 (M+H+, 1 Br).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06034275 |
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| Source dataset | uspto-grants-2000_03 |
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| ORD ID | ord-d64dc75ab41841e9a94beeb986e6a534 |
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| Source note | uspto-grants-2000_03 |
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