反应 #52346

反应方程式

2-fluoro-4-(8,8-dimethyl-5-oxo-5,6,7,8-tetrahydro-naphthalen-2-ylethynyl)benzoic acid ethyl ester

Compound 9

2-fluoro-4-(8,8-dimethyl-5-oxo-5,6,7,8-tetrahydro-naphthalen-2-ylethynyl)benzoic acid ethyl ester

sodium hydroxide

→

title compound

收率 27.1%

2-Fluoro-4-(8,8-dimethyl-5-oxo-5,6,7,8-tetrahydro-naphthalen-2yl-ethynyl)-benzoic acid

收率 27.1%

溶剂

ethanol

methanol

tetrahydrofuran

反应条件

后处理

1. 1
   workup.DISTILLATIONThe volatiles were distilled off in vacuo
2. 2
   workup.ADDITIONthe residue was diluted with water and dilute hydrochloric acid
3. 3
   萃取extracted with ethyl acetate (×2)
4. 4
   萃取The combined organic extract
5. 5
   干燥was dried over anhydrous sodium sulfate
6. 6
   过滤filtered
7. 7
   其他evaporated in vacuo
8. 8
   其他to afford a solid
9. 9
   其他that was recrystallized from hot aqueous acetonitrile

实验过程

A solution of 2-fluoro-4-(8,8-dimethyl-5-oxo-5,6,7,8-tetrahydro-naphthalen-2-ylethynyl)benzoic acid ethyl ester (Compound 9, 0.1 g, 0.274 mmol) in ethanol(4 mL), methanol (2 mL) and tetrahydrofuran (2 mL) was treated with 1M aqueous sodium hydroxide solution and heated at 70° C. for 1 h. The volatiles were distilled off in vacuo and the residue was diluted with water and dilute hydrochloric acid and extracted with ethyl acetate (×2). The combined organic extract was dried over anhydrous sodium sulfate, filtered and evaporated in vacuo to afford a solid that was recrystallized from hot aqueous acetonitrile to afford the title compound (0.025 g, 27%).

来源