反応 #2266937

反応方程式

HCl

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

potassium hydroxide

→

title compound

収率 90.9%

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

収率 90.9%

溶媒

water

ethanol

反応条件

後処理

1. 1
   温度the contents were refluxed for 16 hours
2. 2
   その他Upon completion of the reaction (monitored by TLC)
3. 3
   抽出extracted with DCM
4. 4
   乾燥The organic layer was dried over Na2SO4
5. 5
   濃縮concentrated under reduced pressure

実験手順

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].

出典