反应 #2389090

ord-de26b19b194d40d1a00e539cb2c2c519

反应方程式

O=C1OC(=O)c2c(F)c(F)c(F)c(F)c21
tetrafluorophthalic anhydride
C[C@@H](N)c1ccccc1
(R)-α-methylbenzylamine
C[C@H](c1ccccc1)N1C(=O)c2c(F)c(F)c(F)c(F)c2C1=O
desired product
收率 65.1%
C[C@H](c1ccccc1)N1C(=O)c2c(F)c(F)c(F)c(F)c2C1=O
(R)-2-(1-phenylethyl)-4,5,6,7-tetrafluoro-1H-isoindole-1,3-dione
收率 65.1%

反应条件

温度
180°CELSIUS
详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    温度After cooled
  2. 2
    其他purified by silica gel column chromatography (eluent; methylene chloride:methanol=30:1 v/v)
  3. 3
    其他recrystallized from a mixed solvent of n-hexane-ethyl acetate

实验过程

220 mg of tetrafluorophthalic anhydride and 121 mg of (R)-α-methylbenzylamine were charged in an egg-plant type flask of 50 ml, followed by stirring under heating at a temperature of 180° C. for 2 hours. After cooled, the reaction product was dissolved in chloroform, purified by silica gel column chromatography (eluent; methylene chloride:methanol=30:1 v/v), recrystallized from a mixed solvent of n-hexane-ethyl acetate, to obtain 210 mg of the desired product as colorless needles. Yield: 65%. m.p. 95.5-96° C.; [α]20D=41.5° (C=0.348 AcOEt); MS(EI+) 323(M)+

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US06429212B1uspto-grants-2002_08