反应 #1365713

反应方程式

anisaldehyde

sulfuric acid

succinic anhydride

aluminum

ammonia

Borneol

→

borneol-hemisuccinate

溶剂

acetic acid

ethyl acetate

methanol

H2O

pyridine

反应条件

后处理

1. 1
   温度the reaction mixture was heated
2. 2
   温度under reflux
3. 3
   workup.ADDITIONby adding
4. 4
   萃取The resultant product was extracted three times
5. 5
   其他The organic layer was collected from each extract
6. 6
   干燥dried under vacuum in the presence of phosphorous pentoxide
7. 7
   其他The product produced

实验过程

First, 4-(dimethyl amino) pyridine (31.1 mg) was added to 9.1 ml pyridine, before adding succinic anhydride (487.7 mg). Borneol (168.4 mg) was added last, and the reaction mixture was heated under reflux with stirring for 53 hr at 65° C. The reaction was monitored by thin layer chromatography (“TLC”). The TLC assay used silica gel 60 F264 aluminum sheets (0.2 mm thick) from E. Merck (Darmstadt, Germany) with a mobile phase of 100 % ethyl acetate, 100% methanol, and 1% aqueous ammonia in a ratio of 80:20:1. The resulting bands were visualized by adding a mixture of 100% anisaldehyde, 100% acetic acid, and 100% sulfuric acid in a ratio of 0.5:50:1. The reaction was stopped with 20 ml H2O. The resultant product was extracted three times, each time with 25 ml methylene chloride. The organic layer was collected from each extract, pooled, rotaevaporated to dryness, and then dried under vacuum in the presence of phosphorous pentoxide. The product produced was boreol-hemisuccinate.

来源