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 solution of 3-[4-(3-{[tert-butyl(dimethyl)silyl]oxy}propyl)phenyl]-2-cyano-N-cyclopropyl-N-(2,3-dichlorobenzyl)-2-methylpropanamide from the previous step (1 eq.) in THF (0.2 M) was added tetrabutylammonium fluoride (1.0 M THF solution, 8 eq.). The resulting reaction mixture was stirred at RT for 4 h. After quenching the reaction with 10% aq. HCl, the mixture was extracted with ether. The combined organic extracts were washed with sat. aq. NaHCO3 and brine, dried over MgSO4 and filtered. Concentration of the filtrate in vacuo afforded a pale yellow oil. Purification of the crude product thus obtained by way of flash chromatography (SiO2, 10:1 (v/v) Hex:EtOAc→EtOAc) afforded the title compound as a colorless oil.
WORKUP
后处理
- customThe resulting reaction mixture
- customAfter quenching
- customthe reaction with 10% aq. HCl
- extractionthe mixture was extracted with ether
- washThe combined organic extracts were washed with sat. aq. NaHCO3 and brine
- dry with materialdried over MgSO4
- filtrationfiltered
- customConcentration of the filtrate in vacuo afforded a pale yellow oil
- customPurification of the crude product
- customthus obtained by way of flash chromatography (SiO2, 10:1 (v/v) Hex:EtOAc→EtOAc)