関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Ethyl Acetate | HCID 8857 | — |
| 反応物 | Aluminum isopropoxide | HCID 11143 | — |
| 反応物 | Ethyl (2-oxo-cyclohex-3-enyl)acetate | HCID 13834278 | — |
| 反応物 | Sodium 3-carboxy-2,3-dihydroxypropanoate | HCID 23690454 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | cis 3a,4,5,7a-tetrahydro-2(3H)-benzofuranone | HCID 11205783 | 86% |
反応手順
To a solution of 13.5 g (66.0 mmoles) of aluminum isopropoxide in 100 ml of toluene was added 2.0 g (11.0 mmoles) of 6-(carbethoxymethyl)-2-cyclohexen-1-one at room temperature, and the solution was heated to 90° C. for 18 hours. The solution was cooled to room temperature, and aqueous saturated sodium hydrogen tartrate and ethyl acetate were added. The aqueous layer was extracted with ethyl acetate, and the combined ethyl acetate extracts were dried over anhydrous magnesium sulfate and evaporated under reduced pressure. The crude material was purified by Kugelrohr distillation (bp 40°-80° C./0.01 mm Hg) to yield 1.3 g (86%) of cis 3a,4,5,7a-tetrahydro-2(3H)-benzofuranone, as confirmed by NMR and IR data.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US05137035 |
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| 出典データセット | uspto-grants-1992_08 |
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| ORD ID | ord-b2d6c0049ace41d3a351d491dc0f1323 |
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| 出典メモ | uspto-grants-1992_08 |
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