참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Sodium Cyanide | HCID 8929 | — |
| 반응물 | 2-Bromo-1-(3,4-difluorophenyl)ethan-1-one | HCID 2737032 | — |
| 반응물 | 3-Oxo-3-(4-(propan-2-yl)phenyl)propanenitrile | HCID 4352886 | — |
| 반응물 | 3-(2,5-Difluorophenyl)-3-oxopropanenitrile | HCID 12540175 | — |
| 반응물 | 3-(2,4-Dichlorophenyl)-3-oxopropanenitrile | HCID 13630728 | — |
| 반응물 | m-Isobutylbenzoylacetonitrile | HCID 20387494 | — |
| 반응물 | 3-(3,4-Dimethylphenyl)-3-oxopropanenitrile | HCID 20387502 | — |
| 반응물 | 3-(3-Ethoxyphenyl)-3-oxopropanenitrile | HCID 20387504 | — |
| 반응물 | 3,4-Diethoxybenzoylacetonitrile | HCID 20387507 | — |
| 반응물 | 3-(2-Ethyl-phenyl)-3-oxo-propionitrile | HCID 20387509 | — |
| 반응물 | 4-(1-Methylethoxy)-beta-oxobenzenepropanenitrile | HCID 20387514 | — |
| 용매 | Ethanol | HCID 702 | — |
| 용매 | Water | HCID 962 | — |
| 생성물 | 3,4-Difluorobenzoylacetonitrile | HCID 2758254 | — |
반응 단계
A solution of 13.2 g. (0.056 mole) of 3,4-difluorophenacyl bromide was dissolved in 100 ml. of ethanol and cooled to 5° C. in ice. A solution of 7.6 g. (0.16 mole) of sodium cyanide in 40 ml. of water was added dropwise over 0.5 hr. and the reaction is stirred for an additional one hour. At that time, the mixture was diluted with 100 ml. of water and filtered through Celite®. Acidification of the filtrate gave a cloudy mixture which was extracted with methylene chloride. The organic phase was dried, filtered through Magnesol® and evaporated. Recrystallization of the residue from carbon tetrachloride provides 5.3 g. (52%) of colorless solid, m.p. 74°-75° C. Similarly prepared were 2,4-dichlorobenzoylacetonitrile, o-ethylbenzoylacetonitrile, p-isopropylbenzoylacetonitrile, m-isobutylbenzoylacetonitrile, 3,4-dimethylbenzoylacetonitrile, m-ethoxybenzoylacetonitrile, p-isopropoxybenzoylacetonitrile, 3,4-diethoxybenzoylacetonitrile, and 2,5-difluorobenzoylacetonitrile.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US04173650 |
|---|
| 출처 데이터셋 | uspto-grants-1979_11 |
|---|
| ORD ID | ord-46c5ea2bab6c41c3b7fdd1b63e77ae47 |
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| 출처 메모 | uspto-grants-1979_11 |
|---|
