反应详情

11.8 g of a 55% dispersion of sodium hydride in oil are suspended in 100 ml of THF and cooled in an ice bath, a solution of 50 g of 3,4-dichlorophenylacetonitrile in 50 ml of THF is added dropwise and the reaction mixture is stirred for 3 hours at RT. It is cooled again in an ice bath, a solution of 52.4 g of ethyl 4-bromobutanoate in 50 ml of THF is added dropwise and the mixture is stirred overnight at RT. It is concentrated under vacuum, the residue is taken up with water and extracted with ether, the organic phase is washed with water, with a buffer solution of pH 2, with water and with saturated NaCl solution and dried over MgSO4 and the solvent is evaporated off under vacuum. The residue is chromatographed on silica using toluene and then a toluene/AcOEt mixture (100/5; v/v) as the eluent to give 36.9 g of the expected product.

1. temperaturecooled in an ice bath
2. temperatureIt is cooled again in an ice bath
3. stirringthe mixture is stirred overnight at RT
4. concentrationIt is concentrated under vacuum
5. extractionextracted with ether
6. washthe organic phase is washed with water, with a buffer solution of pH 2, with water and with saturated NaCl solution
7. dry with materialdried over MgSO4
8. customthe solvent is evaporated off under vacuum
9. customThe residue is chromatographed on silica