Ethyl Acrylate → 1-Piperidinepropanoic acid, 3-(ethoxycarbonyl)-, ethyl ester

HRID 2176171

反応式

HRID 2176171 の反応式
[NH:1]1[CH2:11][CH2:10][CH2:9][CH:3]([C:4]([O:6][CH2:7][CH3:8])=[O:5])[CH2:2]1.[C:12]([O:16][CH2:17][CH3:18])(=[O:15])[CH:13]=[CH2:14]>>[CH2:17]([O:16][C:12](=[O:15])[CH2:13][CH2:14][N:1]1[CH2:11][CH2:10][CH2:9][CH:3]([C:4]([O:6][CH2:7][CH3:8])=[O:5])[CH2:2]1)[CH3:18]

参加物

3

反応物 2

HCID 8821Ethyl AcrylateHCID 98969Ethyl nipecotate

生成物 1

HCID 115651151-Piperidinepropanoic acid, 3-(ethoxycarbonyl)-, ethyl ester

反応条件

温度
80 °C

実験手順

A 25 mL round-bottom flask was charged with ethyl nipecotate (4.0 mL, 25.7 mmol, Aldrich) and ethyl acrylate (3.4 mL, 31.4 mmol; Aldrich). The flask was purged with nitrogen and the mixture was heated to 80° C. for 20 hours, then purified by silica gel chromatography (ethyl acetate-dichloromethane-triethylamine 50:50:1; Rf=0.28) to afford the title compound: 1H NMR (300 MHz, CDCl3) δ ppm 1.23-1.28 (m, 6H), 1.42-1.59 (m, 2H), 1.68-1.74 (m, 1H), 1.89-1.95 (m, 1H), 2.01-2.08 (m, 1H), 2.17-2.24 (m, 1H), 2.46-2.56 (m, 3H), 2.68-2.76 (m, 3H), 2.94-2.99 (m, 1H), 4.09-4.17 (m, 1H); MS (DCI/NH3) m/z 258 (M+H)+.

後処理

  1. customThe flask was purged with nitrogen
  2. custompurified by silica gel chromatography (ethyl acetate-dichloromethane-triethylamine 50:50:1; Rf=0.28)

出典と根拠

ORDレコード
ord-1517e84e1734461eaa756b0dc0dae769
出典データセット
uspto-grants-2015_06
特許番号
US09063126B2

関連ノート

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