Propionitrile → 3-(1-Cyanoethyl)benzoic acid
반응식
[C:1]([C:4]1[C:5]#[C:6][CH:7]=[CH:8][CH:9]=1)([OH:3])=[O:2].ClC1C=CC=CC=1C(O)=O.[C:20](#[N:23])[CH2:21][CH3:22]>>[C:1]([C:4]1[CH:9]=[C:8]([CH:21]([CH3:22])[C:20]#[N:23])[CH:7]=[CH:6][CH:5]=1)([OH:3])=[O:2]참가 물질
4
실험 절차
3-Carboxybenzyne prepared from 2-chlorobenzoic acid in the presence of a strong base is reacted with propionitrile to produce alpha-(m-carboxyphenyl)propionitrile (R. Biehl et al., J. Org. Chem., 31, 602 (1966)). The alpha-(m-carboxyphenyl)propionitrile is converted to alpha-(m-chlorocarbonylphenyl)propionitrile by using thionyl chloride. Friedel-Crafts reaction of alpha-(m-chlorocarbonylphenyl)propionitrile with benzene using aluminum chloride affords alpha-(m-benzoylphenyl)propionitrile. Hydrolysis of the alpha-(m-benzoylphenyl)propionitrile with methanol/sodium hydroxide gives alpha-(m-benzoylphenyl)propionic acid (see British Pat. No. 1,360,560).
출처 및 근거
- ORD 기록
- ord-f33b0d5b5f064925994c77f2bcdf7c08
- 출처 데이터셋
- uspto-grants-1982_07
- 특허 번호
- US04340740
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