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Butanoic acid, 4-chloro-4-oxo-, ethyl ester → Diethyl 2-(6-m-methoxyphenyl-3-oxohexyl)-2-methyl-3-oxoadipate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Butanoic acid, 4-chloro-4-oxo-, ethyl ester | HCID 84648 | — |
| 反応物 | Diethyl 2-methyl-3-oxohexanedioate | HCID 4248647 | — |
| 反応物 | Potassium | HCID 5462222 | — |
| 反応物 | 1-(Diethylamino)-6-(3-methoxyphenyl)hexan-3-one | HCID 21485504 | — |
| 溶媒 | Benzene | HCID 241 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 溶媒 | Diethyl Ether | HCID 3283 | — |
| 生成物 | Diethyl 2-(6-m-methoxyphenyl-3-oxohexyl)-2-methyl-3-oxoadipate | HCID 21485780 | — |
反応条件
| 温度 | 160 °C |
|---|
反応手順
Stir a mixture of diethyl 2-methyl-3-oxoadipate (2.3 g, b.p. 111°-112°C/0.2 mm), prepared from 2- methylacetoacetic ester and ethoxycarbonylpropionyl chloride by the method of Cardwell, J. Chem. Soc., 1949, 715, and the methiodide of 1-diethylamino-6-m-methoxyphenylhexan-3-one (4.6 g) in benzene (20 cc) in an ice bath and add a solution of potassium (0.4 g) in ethanol (10 cc) dropwise over one hour. After stirring for a further 4 hours add ether (50 cc) and evaporate the washed and dried ether extracts. Heat the residue at 160°C and 0.2 mm pressure to remove unchanged starting materials. The residual gum is diethyl 2-(6-m-methoxyphenyl-3-oxohexyl)-2-methyl-3-oxoadipate (2.7 g); infrared absorption peaks at 5.78, 5.88, 6.25, 12.82, 14.49 μ.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US03959322 |
| 出典データセット | uspto-grants-1976_05 |
| ORD ID | ord-771e2eb7e34a413897fedbe93ba39a51 |
| 出典メモ | uspto-grants-1976_05 |