反应详情
EQUATION
反应方程式
REACTANTS
反应物
PRODUCTS
生成物
AUXILIARIES
试剂、催化剂与溶剂
CONDITIONS
反应条件
- 温度
- 75 °C
PROCEDURE
实验过程
To a solution of methyl 2-[4-(3-chloropropoxy)phenyl]-4-methyl-1,3-thiazole-5-carboxylate i105 (6.13 mmol, 1 eq, 2 g) in tetrahydrofuran (60 ml) is added methanol (19.6 mmol, 3.2 eq, 0.8 ml) and lithium borohydride (13.49 mmol, 2.2 eq, 0.29 g). The mixture is stirred at 75° C. overnight. 1 N aqueous hydrogen chloride (2 ml) is added and the mixture is then stirred at room temperature for 1 hour. Then, a 2 M aqueous sodium hydroxide solution is added to reach pH 12 and the mixture is stirred for 6 hours, then extracted twice with ethyl acetate. The organic layer is dried over magnesium sulfate and the solvent is removed under reduced pressure to give 1.65 g of {2-[4-(3-chloropropoxy)phenyl]-4-methyl-1,3-thiazol-5-yl}methanol i109 as a white solid.
WORKUP
后处理
- stirringthe mixture is then stirred at room temperature for 1 hour
- stirringthe mixture is stirred for 6 hours
- extractionextracted twice with ethyl acetate
- dry with materialThe organic layer is dried over magnesium sulfate
- customthe solvent is removed under reduced pressure