huagongshe.com
HRID553570

反应详情

EQUATION

反应方程式

HRID 553570 的结构方程式

REACTANTS

反应物

3
结构：[H-].[Na+]
HCID24758

Sodium hydride

HNa

结构：CCOC(=O)c1c(C)cccc1O
HCID584222

Ethyl 2-hydroxy-6-methylbenzoate

C10H12O3

结构：Cc1ccc(S(=O)(=O)OCCO[C@@H]2CCC[C@H](OCc3nc(-c4cccc(C)c4)oc3C)C2)cc1
HCID59820026

未命名化合物

PRODUCTS

生成物

1
结构：CCOC(=O)c1c(C)cccc1OCCO[C@@H]1CCC[C@H](OCc2nc(-c3cccc(C)c3)oc2C)C1
HCID59820046

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

3
结构：[Cl-].[Na+]
溶剂HCID5234

Sodium chloride

ClNa

结构：CN(C)C=O
溶剂HCID6228

N,N-Dimethylformamide

C3H7NO

2 次

结构：CCOC(C)=O
溶剂HCID8857

Ethyl acetate

C4H8O2

CONDITIONS

反应条件

温度
40 °C

PROCEDURE

实验过程

90 mg of ethyl 2-hydroxy-6-methylbenzoate are dissolved in 2 ml of dry DMF, and 23 mg of a 60 percent strength sodium hydride suspension are added. After 30 min at room temperature, 100 mg of ((1R,3S)-[3-(5-methyl-2-m-tolyloxazol-4-ylmethoxy)cyclohexyloxy]ethyl toluene-4-sulfonate in 2 ml of DMF are added. The mixture is stirred at 40° C. until the reaction has gone to completion (monitored by LC-MS). After cooling, the mixture is diluted with sat. NaCl solution and ethyl acetate. The organic phase is dried over sodium sulfate and the solvent is removed under reduced pressure. This gives ethyl (1R,3S)-2-methyl-6-{2-[3-(5-methyl-2-m-tolyloxazol-4-ylmethoxy)cyclohexyloxy]ethoxy}benzoate as a yellowish oil. C30H37NO6 (507.63), MS (ESI): 508 (M+H+).

WORKUP

后处理

  1. temperatureAfter cooling
  2. dry with materialThe organic phase is dried over sodium sulfate
  3. customthe solvent is removed under reduced pressure