تفاعل #2266937

معادلة التفاعل

HCl

1-tert-butyl 4-ethyl 4-ethylpiperidine-1,4-dicarboxylate

potassium hydroxide

→

title compound

المردود 90.9%

1-(tert-butoxycarbonyl)-4-ethylpiperidine-4-carboxylic acid

المردود 90.9%

المذيبات

water

ethanol

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةthe contents were refluxed for 16 hours
2. 2
   أخرىUpon completion of the reaction (monitored by TLC)
3. 3
   استخلاصextracted with DCM
4. 4
   تجفيفThe organic layer was dried over Na2SO4
5. 5
   تركيزconcentrated under reduced pressure

الإجراء التجريبي

To a stirred solution of 1-tert-butyl 4-ethyl 4-ethylpiperidine-1,4-dicarboxylate (Intermediate 21-step 2, 10.0 g, 63.69. mmol) in 50 ml ethanol was added potassium hydroxide (8.0 g, 95.5 mmol) and the contents were refluxed for 16 hours. Upon completion of the reaction (monitored by TLC), the reaction mixture was diluted with water, acidified with 5% HCl and extracted with DCM. The organic layer was dried over Na2SO4 and concentrated under reduced pressure to furnish the title compound (8.2 g) as a light yellow liquid. 1H NMR (300 MHz, CDCl3): 1.44 (s, 9H); 2.07-2.11 (m, 2H); 2.28 (s, 1H); 2.82 (s, 2H); 2.92-2.95 (m, 1H); 3.46-3.52 (m, 3H); ES Mass: 280 (100%), [M+Na].

المصدر