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
- 0 °C
PROCEDURE
实验过程
A 6.0 g portion of 3,4-dihydro-7-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-6-methoxy-2(1H)-isoquinolinecarboxylic acid-1,1-dimethylethyl ester is dissolved in 30 mL tetrahydrofuran and cooled to 0° C. To this is added 22.8 mL of a 1.0M solution of tetrabutylammonium fluoride, while stirring. The reaction mixture is brought to room temperature, and stirred for three hours. The reaction is quenched with 10 mL saturated sodium bicarbonate solution and 10 mL water, followed by the addition of 20 mL diethyl ether. After separating the layers, the aqueous phase is extracted with 2×20 mL diethyl ether. The combined organic layers are washed with 20 mL brine, and dried over magnesium sulfate. Following removal of the solvent, the product is purified by silica gel chromatography (eluting with 2:1 hexane/ethyl acetate) to produce 4.15 g of the desired product as a white solid.
WORKUP
后处理
- customis brought to room temperature
- stirringstirred for three hours
- customThe reaction is quenched with 10 mL saturated sodium bicarbonate solution and 10 mL water
- additionfollowed by the addition of 20 mL diethyl ether
- customAfter separating the layers
- extractionthe aqueous phase is extracted with 2×20 mL diethyl ether
- washThe combined organic layers are washed with 20 mL brine
- dry with materialdried over magnesium sulfate
- customremoval of the solvent
- customthe product is purified by silica gel chromatography (eluting with 2:1 hexane/ethyl acetate)