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Cyclobutanol → 2,2-Dimethyl-3-(3-cyclopropylmethoxy-3-oxo-1-propenyl) cyclopropane-carboxylic acid
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Cyclobutanol | HCID 76218 | — |
| 反応物 | 2,2-Dimethyl-3-(3-cyclopropylmethoxy-3-oxo-1-propenyl) cyclopropane-carboxylic acid | HCID 53915596 | — |
| 反応物 | 2,2-Dimethyl-3-(3-hydroxy-3-oxo-1-propenyl)-cyclopropane-carboxylate | HCID 73509183 | — |
| 生成物 | 2,2-Dimethyl-3-(3-cyclopropylmethoxy-3-oxo-1-propenyl) cyclopropane-carboxylic acid | HCID 53915596 | — |
| 生成物 | 2,2-Dimethyl-3-(3-cyclobutoxy-3-oxo-1-propenyl)-cyclopropane-carboxylate | HCID 73675571 | — |
反応手順
Using the procedure of Example 84, 2.1 g of (R, S) cyano-2-(6-phenoxy-pyridyl)-methyl (1R, cis, ΔZ) 2,2-dimethyl-3-(3-hydroxy-3-oxo-1-propenyl)-cyclopropane-carboxylate and 1 ml of cyclobutanol were reacted and the oil residue was chromatographed over silica gel. Elution with an 8-1 cyclohexane-ethyl acetate mixture yielded 1.6 g of (R, S) cyano-2-(6-phenoxy-pyridyl)-methyl (1R, cis, ΔZ) 2,2-dimethyl-3-(3-cyclobutoxy-3-oxo-1-propenyl)-cyclopropane-carboxylate with a specific rotation of [α]D20 =+44.5°±2° (c=0.5% in benzene).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04833163 |
| 出典データセット | uspto-grants-1989_05 |
| ORD ID | ord-7a8c1cbc0d3841369c620924bb164f55 |
| 出典メモ | uspto-grants-1989_05 |