HRID458446

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID8082

Piperidine

C5H11N

HCID11344187

2-(4-formylphenyl)acetic Acid

C9H8O3

结构：CCOC(=O)CC(=O)[C@@H]1CCCN1C(=O)OC(C)(C)C

HCID57407385

未命名化合物

PRODUCTS

生成物

$结构：CCOC(=O)/C(=C\c1ccc(CC(=O)O)cc1)C(=O)[C@@H]1CCCN1C(=O)OC(C)(C)C$

HCID69516383

未命名化合物

收率 34%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID241

Benzene

C6H6

PROCEDURE

实验过程

To a solution of 4-formylphenylacetic acid (4.31 g, 26.3 mmol) in benzene (75 ml) and piperidine (0.95 ml, 9.5 mmol) was added tert-butyl (2S)-2-(3-ethoxy-3-oxopropanoyl)-1-pyrrolidinecarboxylate (8.1 g, 28.4 mmol). The solution was refluxed under a Dean-Stark trap for 8 h. The solvent was removed by rotary evaporation. The product was purified by silica gel column chromatography (silica gel/75% ethyl acetate in petroleum ether) giving A as an off-white solid (3.81 g, 34% yield). LCMS m/z 432 (MH)+.

WORKUP

后处理

temperatureThe solution was refluxed under a Dean-Stark trap for 8 h
customThe solvent was removed by rotary evaporation
customThe product was purified by silica gel column chromatography (silica gel/75% ethyl acetate in petroleum ether)