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Hexane → Ethyl 5-Hydroxy-4-methyl-7-(1-methyl-4-phenylbutyl)coumarin-3-propionate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hexane | HCID 8058 | — |
| 反応物 | Phosphorus oxychloride | HCID 24813 | — |
| 反応物 | Diethyl 2-acetylglutarate | HCID 73915 | — |
| 反応物 | 5-(5-Phenylpentan-2-yl)benzene-1,3-diol | HCID 20487367 | — |
| 溶媒 | Chloroform | HCID 6212 | — |
| 生成物 | Ethyl 5-Hydroxy-4-methyl-7-(1-methyl-4-phenylbutyl)coumarin-3-propionate | HCID 53719146 | — |
反応手順
A mixture of 2-(3,5-dihydroxyphenyl)-5-phenylpentane (33 g., 0.13 M), (Preparation C) diethyl α-acetoglutarate (32.2 g., 0.14 M) and phosphorous oxychloride (20 g., 0.13 M), protected from atmospheric moisture, is stirred at room temperature. After 10 days, the mixture is dissolved in chloroform, washed three times with water, dried (Na2SO4), and evaporated. The residue is subjected to silica gel chromatography (eluents--9 benzene:1 ether) to yield 22 g. of the desired ester, m.p. 58°-70° C. from hexane. Further recrystallization from ethyl acetate/hexane affords an analytical sample: m.p. 78°-85° C.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04243674 |
| 出典データセット | uspto-grants-1981_01 |
| ORD ID | ord-0decae391ec24e7f9a84a79f28035cc6 |
| 出典メモ | uspto-grants-1981_01 |