HRID1266771
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
- 60 °C
PROCEDURE
实验过程
A solution of methyl 3-(2-bromo-propionyl)-benzoate (2.7 g) and 2-(tert.-butyl-carbonyloxy)thioacetamide (2.1 g) in EtOH (20 mL) was heated at reflux for 8 h. The mixture was partitioned between H2O and AcOEt. The organic layer was dried and evaporated. The residue was dissolved in MeOH (20 ml), NaOMe (0.54 g) was added, and the mixture was heated to 60° C. for 1 h. The mixture was diluted with AcOEt and then washed with 3N HCl and brine. The organic layer was dried and evaporated and the residue was crystallized from AcOEt to give methyl 3-[2-hydroxymethyl-5-methyl-thiazol-4-yl]-benzoate (1.17 g) as white solid.
WORKUP
后处理
- temperatureat reflux for 8 h
- customThe mixture was partitioned between H2O and AcOEt
- customThe organic layer was dried
- customevaporated
- dissolutionThe residue was dissolved in MeOH (20 ml)
- additionNaOMe (0.54 g) was added
- additionThe mixture was diluted with AcOEt
- washwashed with 3N HCl and brine
- customThe organic layer was dried
- customevaporated
- customthe residue was crystallized from AcOEt