تفاعل #1184560

معادلة التفاعل

methyl 4-[N-methyl-(5,6,6a,7,8,9-hexahydro-4H-2-phenalenyl)amino]benzoate

sodium hydroxide

hydrochloric acid

→

title compound

المردود 87.0%

4-[N-Methyl-(5,6,6a,7,8,9-hexahydro-4H-2-phenalenyl)amino]benzoic acid

المردود 87.0%

المذيبات

ethanol

ظروف التفاعل

المعالجة

1. 1
   workup.WAITThe reaction mixture was left
2. 2
   درجة الحرارةto cool
3. 3
   استخلاصthe mixture was extracted with chloroform
4. 4
   غسيلThe organic layer was washed with saturated brine
5. 5
   تجفيفdried over anhydrous sodium sulfate
6. 6
   تركيزThe organic layer was concentrated under reduced pressure
7. 7
   أخرىthe resulting residue was recrystallized from ethanol-chloroform

الإجراء التجريبي

A suspension of methyl 4-[N-methyl-(5,6,6a,7,8,9-hexahydro-4H-2-phenalenyl)amino]benzoate (0.033 g) in ethanol (10 ml) was added with 20% aqueous sodium hydroxide (1 ml), and the mixture was stirred overnight at 50° C. The reaction mixture was left to cool and then made acidic with 2 N aqueous hydrochloric acid, and the mixture was extracted with chloroform. The organic layer was washed with saturated brine, and dried over anhydrous sodium sulfate. The organic layer was concentrated under reduced pressure, and the resulting residue was recrystallized from ethanol-chloroform to obtain the title compound (0.027 g, yield: 87%) as colorless needles (melting point: 288-289° C.).

المصدر