Réaction #90067

Équation de réaction

(3-Cyano-8-methoxy-6,6-dimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazol-9-yl)-propynoic acid methyl ester

Hydrochloric acid

→

title compound

Rendement 66.0%

(3-Cyano-8-methoxy-6,6-dimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazol-9-yl)-propynoic acid

Rendement 66.0%

Solvants

methanol

THF

Conditions de réaction

Traitement

1. 1
   Extractionwas then extracted with ethyl acetate
2. 2
   LavageThe organic layer was washed with brine
3. 3
   Séchagedried over magnesium sulfate
4. 4
   AutreThe solids obtained
5. 5
   Filtrationafter filtration and concentration under reduced pressure
6. 6
   Lavagewere washed with dichloromethane
7. 7
   Autrepurified by HPLC

Mode opératoire

(3-Cyano-8-methoxy-6,6-dimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazol-9-yl)-propynoic acid methyl ester (Compound E6-1, 15.2 mg, 0.038 mmol) was dissolved in a mixture solvent of methanol (1.5 mL) and THF (0.5 mL), added with 2 N aqueous solution of potassium hydroxide (5 drops), and then stirred at room temperature overnight. 0.5 N Hydrochloric acid was added to the reaction solution, which was then extracted with ethyl acetate. The organic layer was washed with brine and dried over magnesium sulfate. The solids obtained after filtration and concentration under reduced pressure were washed with dichloromethane and purified by HPLC to obtain the title compound (white solid, 9.6 mg, 66%).

Source