反応 #2266936

反応方程式

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

trifluoro acetic acid

NaHCO3

→

title compound

収率 95.8%

ethyl 4-ethylpiperidine-4-carboxylate

収率 95.8%

溶媒

DCM

反応条件

後処理

1. 1
   その他the reaction at room temperature for about 6 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 (above step 2, 4.5 g, 12.96 mmol) in 50 ml DCM was cooled to 0° C. After ten minutes trifluoro acetic acid (6.0 g) was added and stirred the reaction at room temperature for about 6 hours. Upon completion of the reaction (monitored by TLC), the reaction mixture was neutralized with saturated NaHCO3 and extracted with DCM, the organic layer was dried over Na2SO4 and concentrated under reduced pressure to furnish the title compound (2.3 g) as a light yellow liquid. 1H NMR (300 MHz, CDCl3): 1.19-1.24 (t, 3H); 1.48-1.58 (m, 2H); 2.14-2.18 (m, 2H); 2.64-2.73 (m, 2H); 2.86 (s, 2H); 3.01-3.07 (m, 4H); 4.10-4.17 (m, 2H); 7.07-7.10 (m, 2H); 7.24-7.30 (m, 3H); ES Mass: 186 (100%), [M+1].

出典