反応 #10455

反応方程式

nipecotic acid

benzyl bromide

potassium carbonate

→

title compound

収率 44.9%

1-Benzylpiperidine-3-carboxylic acid benzyl ester

収率 44.9%

溶媒

N,N-dimethylformamide

ethyl acetate

water

反応条件

後処理

1. 1
   抽出The organic extract
2. 2
   洗浄is washed with 1.0 M hydrochloric acid, water and brine
3. 3
   乾燥dried over Na2SO4
4. 4
   ろ過filtered
5. 5
   濃縮concentrated in vacuo
6. 6
   その他The residue is purified by column chromatography (1:7 ethyl acetate/hexanes)

実験手順

To a solution added of nipecotic acid (8.0 g, 61.9 mmol) in N,N-dimethylformamide (80 mL) is benzyl bromide (31.8 g, 186 mmol) and potassium carbonate (42.8 g, 310 mmol). The mixture is heated at 70° C. for 18 hours and diluted with ethyl acetate and water. The organic extract is washed with 1.0 M hydrochloric acid, water and brine, dried over Na2SO4, filtered and concentrated in vacuo. The residue is purified by column chromatography (1:7 ethyl acetate/hexanes) to afford the title compound (8.6 g). 1H NMR (200 MHz, DMSO-d6): δ 7.27–7.42 (m, 10H), 5.07 (s, 2H), 3.45 (s, 2H), 2.88–2.49 (m, 3H), 2.32–1.32 (m, 6H).

出典