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HRID2394816

反应详情

EQUATION

反应方程式

HRID 2394816 的结构方程式

REACTANTS

反应物

2
结构：CCc1cccc2c3c([nH]c12)C(CC)(CC(=O)O)OCC3
HCID3308

Etodolac

C17H21NO3

结构：CNC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO
HCID8567

(2R,3R,4R,5S)-6-(Methylamino)hexane-1,2,3,4,5-pentol

C7H17NO5

PRODUCTS

生成物

1
结构：CCc1cccc2c3c([nH]c12)[C@@](CC)(CC(=O)O)OCC3
HCID667528

(-)-Etodolac

C17H21NO3

收率 53.1%

AUXILIARIES

试剂、催化剂与溶剂

1
结构：CCO
溶剂HCID702

Ethanol

C2H6O

CONDITIONS

反应条件

温度
45 °C

PROCEDURE

实验过程

Racemic etodolac (1148 g) and N-methylglucamine (780.8 g) in ethanol (6.4 litres) were heated to 70° C. with stirring. The solution was cooled to 45° C. and then seeded with crystals of 100% ee (R)-etodolac meglumine salt and the mixture allowed to crystallise for 5 hours. The solid was filtered to provide (R)-etodolac (610 g, 86.4% ee) which could be recycled to racemic etodolac following the procedure in Example 2 below.

WORKUP

后处理

  1. customto crystallise for 5 hours
  2. filtrationThe solid was filtered