反应 #1702071

反应方程式

5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-methylnaphthalene

potassium permanganate

sodium hydroxide

KMnO4

potassium permanganate

→

5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenecarboxylic acid

溶剂

pyridine

反应条件

后处理

1. 1
   过滤The reaction solution was filtrated by celite
2. 2
   workup.ADDITIONby adding hydrochloric acid
3. 3
   萃取After extraction by ethyl acetate
4. 4
   干燥the liquid was dried over magnesium sulfate
5. 5
   浓缩concentrated under reduced pressure
6. 6
   其他The crude product was purified by silica gel chromatography

实验过程

The synthesis process is as set forth in the chemical reaction formula below. The KMnO4 in the reaction path stands for potassium permanganate. To 5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-methylnaphthalene (3.52 g, 17.4 mmol) were added pyridine (12 mL), potassium permanganate (6.70 g, 42.4 mmol), and sodium hydroxide (1.00 g, 25.0 mmol) followed by stirring at 95° C. for 5 hours. The reaction solution was filtrated by celite and the filtrate was made acidic by adding hydrochloric acid. After extraction by ethyl acetate, the liquid was dried over magnesium sulfate, and concentrated under reduced pressure. The crude product was purified by silica gel chromatography using hexane/ethyl acetate (4/1) as an elution solvent. The yield was 141.6 mg (3%).

来源