関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | 3,4-Dimethoxybenzeneacetonitrile | HCID 66727 | — |
| 反応物 | 3-Chloro-1,1-diethoxypropane | HCID 96217 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 2-(3,3-Diethoxypropyl)-2-(3,4-dimethoxyphenyl)acetonitrile | HCID 13745752 | — |
反応手順
An optionally substituted phenylacetonitrile is then alkylated with an ω-halopropionaldehyde acetal using a strong metallic base, in a polar, aprotic solvent. The desired phenylacetonitrile derivative is first deprotonated by adding about 1 eq of a strong metallic base, e.g., NaH, in a polar aprotic solvent at 15°-21° C. over 25-50 minutes. The resulting mixture is then stirred for 1-3 hours, and about 1 eq of 3-chloropropionaldehyde diethylacetal is added to yield a derivative of formula 5 (step 3). For example, 2-(3,4-dimethoxyphenyl)-acetonitrile in dimethyl formamide (DMF) is added to NaH at 18°-20° C. over a 30 minute period, stirred for one hour, and then treated with 3-chloropropionaldehyde diethylacetal in DMF to yield 2-(3,3-diethoxypropyl)-2-(3,4-dimethoxyphenyl)acetonitrile (5).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US04613606 |
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| 出典データセット | uspto-grants-1986_09 |
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| ORD ID | ord-bda60665f50846349ca9e9e1951b5ec0 |
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| 出典メモ | uspto-grants-1986_09 |
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