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Diethyl Ether → (trans)-3-(7-Phenyl-1,2-heptadiene-4,6-diynyl)oxiranemethanol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Diethyl Ether | HCID 3283 | — |
| 反応物 | p-Toluenesulfonic acid | HCID 6101 | — |
| 反応物 | 3,4-dihydro-2H-pyran | HCID 8080 | — |
| 反応物 | trans-2-Butene-1,4-diol | HCID 175854 | — |
| 生成物 | (trans)-3-(7-Phenyl-1,2-heptadiene-4,6-diynyl)oxiranemethanol | HCID 86740795 | — |
反応手順
To a solution of trans-2-butene-1,4-diol (7.57 g, 85.9 mmole) and a catalytic quantity of p-toluenesulfonic acid in 700 ml of dry ether was added dihydropyran (6.73 ml, 71.6 mmole) at the rate of 1.5 ml/hour. After stirring for four days, the reaction mixture was washed with saturated sodium bicarbonate, and the organic layer was separated and dried over sodium sulfate and concentrated in vacuo to afford the crude product which was purified via flash chromatography (LPS-1 silica gel; ether-hexane 1:1) to provide the title compound (5.75 g).
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-1d627643a6b3400ab96df2d3cc7f0861 |
| 出典メモ | uspto-grants-1986_05 |