반응 #1702071

반응 방정식

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

용매

pyridine

반응 조건

후처리

1. 1
   여과The reaction solution was filtrated by celite
2. 2
   workup.ADDITIONby adding hydrochloric acid
3. 3
   추출After extraction by ethyl acetate
4. 4
   건조the liquid was dried over magnesium sulfate
5. 5
   농축concentrated under reduced pressure
6. 6
   기타The crude product was purified by silica gel chromatography

실험 절차

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%).

출처