HRID2377198
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
PROCEDURE
实验过程
12 g (28 mmol) of methyl 4-benzyloxy-3-tert-butyl-5-iodobenzoate are dissolved with 5.8 g (42 mmol) of 4-methylbenzeneboronic acid and 12.7 g (84 mmol) of caesium fluoride in 400 mL of dioxane. The reaction medium is degassed with a flow of nitrogen for 15 minutes, and 1.7 g (1.4 mmol) of tetrakis(triphenylphosphine)palladium are then added. The reaction medium is refluxed for 4 hours and then cooled and hydrolysed. After extraction with ethyl acetate, the organic phase is filtered and concentrated. The residue is purified by chromatography (eluent: 98 heptane/2 ethyl acetate): a colorless oil is obtained (m=9 g, yield=83%).
WORKUP
后处理
- customThe reaction medium is degassed with a flow of nitrogen for 15 minutes
- temperatureThe reaction medium is refluxed for 4 hours
- temperaturecooled
- extractionAfter extraction with ethyl acetate
- filtrationthe organic phase is filtered
- concentrationconcentrated
- customThe residue is purified by chromatography (eluent: 98 heptane/2 ethyl acetate)
- customa colorless oil is obtained (m=9 g, yield=83%)