72551-53-2
基本信息
ETHYL 1-BENZYLPIPERIDINE-3-CARBOXYLATE
1-Benzyl-piperidine-3-carboxylic acid ethal ester
1-Benzylpiperidine-3-carbonsSreethylester
Ethyl 1-benzylpiperidine-3-carboxylate 98%
物理化学性质
| 沸点 | 125-128°C 2mm |
| 密度 | 1.075±0.06 g/cm3(Predicted) |
| 储存条件 | Sealed in dry,Room Temperature |
| 酸度系数(pKa) | 7.98±0.10(Predicted) |
| 形态 | liquid |
| 颜色 | Colourless |
| CAS 数据库 | 72551-53-2(CAS DataBase Reference) |
安全数据
| 危险性符号(GHS) |   GHS05,GHS02 |
| 警示词 | 危险 |
| 危险性描述 | H314-H225-H290 |
| 防范说明 | P501-P240-P210-P233-P234-P243-P241-P242-P264-P280-P370+P378-P390-P303+P361+P353-P301+P330+P331-P363-P304+P340+P310-P305+P351+P338+P310-P403+P235-P406-P405 |
| 危险品标志 | Xi |
| 危险类别码 | R36/37/38 |
| 安全说明 | S26-S36/37/39 |
| Hazard Note | Irritant |
| 海关编码 | 2933399990 |
制备方法
100-39-0
71962-74-8
72551-53-2
向哌啶-3-甲酸乙酯（5.94 mL，38.24 mmol，1.0当量）的二氯甲烷（80 mL）和水（40 mL）混合溶液中，依次加入溴化苄（4.77 mL，1.05当量）和碳酸钠（5.06 g，1.25当量）。将反应混合物加热回流3小时。反应完成后，分离有机层，用饱和食盐水洗涤，无水硫酸镁干燥，减压浓缩。残余物通过硅胶快速柱色谱纯化，以乙酸乙酯/己烷（1:6，v/v）为洗脱剂，得到1-苄基哌啶-3-甲酸乙酯（9），为无色油状物，收率87%。 1H NMR (400 MHz, CDCl3) δ 7.29-7.18 (m, 5H, Ar-H), 4.11 (q, J = 7.2 Hz, 2H, OCH2CH3), 3.51 (d, J = 13.6 Hz, 1H, CHa-Ph), 3.44 (d, J = 13.2 Hz, 1H, CHb-Ph), 2.90 (m, 1H, 哌啶-H), 2.68 (m, 1H, 哌啶-H), 2.54 (m, 1H, 哌啶-H), 2.20 (m, 1H, 哌啶-H), 2.01 (m, 1H, 哌啶-H), 1.90 (m, 1H, 哌啶-H), 1.69 (m, 1H, 哌啶-H), 1.52 (m, 2H, 哌啶-H), 1.19 (t, J = 7.2 Hz, 3H, OCH2CH3); 13C NMR (62.5 MHz, CDCl3): δ 174.4, 138.4, 129.1, 128.2, 127.0, 63.3, 60.3, 55.5, 53.7, 42.0, 27.0, 24.6, 14.2; HRESI-MS m/z calcd for [M + H]+ C15H22NO2: 248.1645, found: 248.1646.
参考文献：
[1] Journal of Medicinal Chemistry, 2003, vol. 46, # 25, p. 5512 - 5532
[2] Journal of Organic Chemistry, 2016, vol. 81, # 22, p. 11235 - 11249
[3] Tetrahedron Letters, 2001, vol. 42, # 33, p. 5645 - 5649
[4] European Journal of Medicinal Chemistry, 2017, vol. 127, p. 972 - 985
[5] Patent: US6664271, 2003, B1. Location in patent: Page column 15