참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Sodium hydride | HCID 24758 | — |
| 반응물 | 3,4-Dimethoxybenzeneacetonitrile | HCID 66727 | — |
| 반응물 | 3-Chloro-1,1-diethoxypropane | HCID 96217 | — |
| 용매 | Dimethylformamide | HCID 6228 | — |
| 생성물 | 2-(3,3-Diethoxypropyl)-2-(3,4-dimethoxyphenyl)acetonitrile | HCID 13745752 | — |
반응 단계
An optionally substituted phenyacetonitrile or lower alkyl phenylacetic ester is then alkylated with an ω-halopropionaldehyde acetal using a strong metallic base in polar, aprotic solvent. The desired phenylacetonitrile derivative or lower alkyl phenylacetic ester 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).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US04667038 |
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| 출처 데이터셋 | uspto-grants-1987_05 |
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| ORD ID | ord-125d3134c84c4d9a8ff5de025558ef90 |
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| 출처 메모 | uspto-grants-1987_05 |
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