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方案
98%
mp
141-142 °C (lit.)
溶解性
alcohol: very soluble(lit.)
benzene: very slightly soluble(lit.)
cold water: insoluble(lit.)
hydrochloric acid: very soluble (conc.)(lit.)
water: very soluble (hot)(lit.)
官能团
amide
SMILES字符串
Cc1ccccc1C(N)=O
InChI
1S/C8H9NO/c1-6-4-2-3-5-7(6)8(9)10/h2-5H,1H3,(H2,9,10)
InChI key
XXUNIGZDNWWYED-UHFFFAOYSA-N
应用
2-甲基苯甲酰胺(邻甲苯甲酰胺)已用于酚类原小檗碱生物碱,cerasonine的全合成。
Chemical & pharmaceutical bulletin, 56(7), 1026-1029 (2008-07-02)
First total synthesis of the phenolic protoberberine, cerasonine, was accomplished through a coupling reaction between o-toluamide and benzonitrile. This key step provided the 3-arylisoquinoline which was then successfully converted to 7,8-dihydro-8-oxoprotoberberine through an intramolecular S(N)2 reaction.
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