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HRID460184

反应详情

EQUATION

反应方程式

HRID 460184 的结构方程式

REACTANTS

反应物

3
结构：O=C([O-])[O-].[Na+].[Na+]
HCID10340

Carbonic acid sodium salt (1:2)

CNa2O3

结构：CCOC(=O)c1csc(Br)n1
HCID353965

Ethyl 2-bromothiazole-4-carboxylate

C6H6BrNO2S

结构：COc1cccc(B(O)O)c1
HCID2734370

3-Methoxyphenylboronic acid

C7H9BO3

PRODUCTS

生成物

1
结构：CCOC(=O)c1csc(-c2cccc(OC)c2)n1
HCID15170573

Ethyl 2-(3-methoxyphenyl)-1,3-thiazole-4-carboxylate

C13H13NO3S

AUXILIARIES

试剂、催化剂与溶剂

2
结构：Cl[Pd]Cl.[Fe+2].c1ccc(P(c2ccccc2)[c-]2cccc2)cc1.c1ccc(P(c2ccccc2)[c-]2cccc2)cc1
催化剂HCID178418228

Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)

C34H28Cl2FeP2Pd

结构：COCCOC
溶剂HCID8071

未命名化合物

PROCEDURE

实验过程

A suspension of 3-methoxyphenyl boronic acid (0.25 g, 1.65 mmol), ethyl 2-bromothiazole-4-carboxylate (0.33 g, 1.4 mmol), PdCl2(dppf)2 (0.11 g) and 2M Na2CO3 (aq) (2 mL) in DME (10 mL) was heated to reflux for 20 h. The mixture was cooled to RT, filtered, concentrated by rotary evaporation and purified on silica gel (6:1 hexanes/EtOAc and 4:1 hexanes/EtOAc) to afford the title compound as a light-brown oil. EI-MS m/z 264 (M+H).

WORKUP

后处理

  1. temperaturewas heated
  2. temperatureto reflux for 20 h
  3. filtrationfiltered
  4. concentrationconcentrated by rotary evaporation
  5. custompurified on silica gel (6:1 hexanes/EtOAc and 4:1 hexanes/EtOAc)