反応 #74834

反応方程式

3,4-difluorophenacyl bromide

o-ethylbenzoylacetonitrile

2,4-dichlorobenzoylacetonitrile

3,4-dimethylbenzoylacetonitrile

m-ethoxybenzoylacetonitrile

sodium cyanide

3,4-diethoxybenzoylacetonitrile

p-isopropoxybenzoylacetonitrile

2,5-difluorobenzoylacetonitrile

p-isopropylbenzoylacetonitrile

m-isobutylbenzoylacetonitrile

→

3,4-difluorobenzoylacetonitrile

溶媒

water

ethanol

反応条件

後処理

1. 1
   workup.ADDITIONAt that time, the mixture was diluted with 100 ml
2. 2
   ろ過of water and filtered through Celite®
3. 3
   その他Acidification of the filtrate gave a cloudy mixture which
4. 4
   抽出was extracted with methylene chloride
5. 5
   その他The organic phase was dried
6. 6
   ろ過filtered through Magnesol®
7. 7
   その他evaporated
8. 8
   その他Recrystallization of the residue from carbon tetrachloride
9. 9
   その他provides 5.3 g
10. 10
    その他Similarly prepared

実験手順

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.

出典