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
To a stirred solution of (4-methoxy-benzenesulfonyl)-acetic acid ethyl ester (5.16 g, 20 mmol), geranyl bromide (4.2 g, 20 mmol) and 18-Crown-6 (500 mg) in acetone (250 ml) was added K2CO3 (10 gms, excess) and the mixture refluxed foe 24 hours. At the end, the reaction mixture was filtered and the acetone layer was concentrated. The residue obtained was extracted with chloroform, washed well with water, dried over anhydrous MgSO4, filtered and concentrated. The product obtained was purified by silica-gel column chromatography, eluting with 30% ethy acetate: hexane. The product 2-(4-methoxy-benzenesulfonyl)-5,9-dimethyl-deca-4,8-dienoic acid ethyl ester was isolated as a colourless oil. Yield: 7.0 g, 89%.
WORKUP
后处理
- temperaturethe mixture refluxed foe 24 hours
- filtrationAt the end, the reaction mixture was filtered
- concentrationthe acetone layer was concentrated
- customThe residue obtained
- extractionwas extracted with chloroform
- washwashed well with water
- dry with materialdried over anhydrous MgSO4
- filtrationfiltered
- concentrationconcentrated
- customThe product obtained
- customwas purified by silica-gel column chromatography
- washeluting with 30% ethy acetate