反应 #543768

反应方程式

benzo[1,3]dioxol-5-yl-acetic acid

methanol

→

oil

收率 84.4%

2-Benzo[1,3]dioxol-5-yl-ethanol

收率 84.4%

溶剂

tetrahydrofuran

反应条件

后处理

1. 1
   其他(CAUTION—exothermic reaction)
2. 2
   workup.ADDITIONwas added
3. 3
   workup.WAITAfter 0.5 hour at room temperature
4. 4
   其他the mixture was partitioned between ethyl acetate and saturated aqueous sodium bicarbonate solution
5. 5
   萃取The organic extract
6. 6
   其他was dried
7. 7
   其他evaporated

实验过程

A solution of benzo[1,3]dioxol-5-yl-acetic acid (2.5 g, 13.9 mmol) in tetrahydrofuran (15 ml) under argon at −10° C. was treated dropwise with borane-dimethylsulfide complex (1.45 ml, 15.3 mmol). The mixture was stirred at ambient temperature for 1.5 hours (CAUTION—exothermic reaction). The orange solution was cooled to ˜5° C. (ice bath) and methanol (1.4 ml) was added. After 0.5 hour at room temperature, the mixture was partitioned between ethyl acetate and saturated aqueous sodium bicarbonate solution. The organic extract was dried and evaporated to give a yellow oil (1.95 g, 84%).

来源