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tert-Butyl hydroperoxide → (trans)-3-[3-(6-Phenyl-1,3,5-hexatriynyl)oxiranyl]oxiranemethanol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | tert-Butyl hydroperoxide | HCID 6410 | — |
| 反応物 | (trans)-3-[3-(6-Phenyl-1,3,5-hexatriynyl)oxiranyl]-2-propen-1-ol | HCID 86740801 | — |
| 触媒 | Bis(2,4-pentanedionato)vanadium(IV) Oxide | HCID 16217092 | — |
| 溶媒 | Benzene | HCID 241 | — |
| 生成物 | (trans)-3-[3-(6-Phenyl-1,3,5-hexatriynyl)oxiranyl]oxiranemethanol | HCID 86740802 | — |
反応手順
To a stirred solution of 22 mg (0.089 mmole) of (trans)-3-[3-(6-phenyl-1,3,5-hexatriynyl)oxiranyl]-2-propen-1-ol (see Example 6) in 5 ml of dry benzene was added 2 mg of vanadyl acetylacetonate and 50 μl (0.26 mmole) of a 5.43M solution of t-butylhydroperoxide in benzene. The mixture was stirred for 4 hours. The mixture was concentrated and the residue was purified via preparative thin layer chromatography (silica gel; ethyl acetate-hexane 1:1) to afford 11 mg of the title compound as an approximately 1:1 mixture of diastereomers.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04588828 |
| 出典データセット | uspto-grants-1986_05 |
| ORD ID | ord-29241dd3ea734775b194b89b1cce9b9c |
| 出典メモ | uspto-grants-1986_05 |