反应详情

2.14 g (7.52 mmol) 2-[2-(3-Bromo-phenyl)-ethoxy]-tetrahydro-pyran in 9 ml dry THF were cooled to −78 C and treated dropwise with 9.87 ml of 1.6M solution of butyl lithium in hexane (15.79 mmol). After stirring for 30 min, 2.31 g (31.58 mmol) N,N-dimethylformamide were added dropwise and stirring was continued for another 15 min at −78 C. The mixture was slowly warmed to room temperature and stirred for and another 60 min. Water and dichloromethane were added, the organic phase separated, and the aqueous phase extracted several times with dichloromethane. The combined organic phases were dried, evaporated and the residue purified by chromatography on silica in ethyl acetate heptane mixtures. Yield 1.66 g of the title compound as a pale yellow oil.

1. stirringstirring
2. waitwas continued for another 15 min at −78 C
3. stirringstirred for and another 60 min
4. customthe organic phase separated
5. extractionthe aqueous phase extracted several times with dichloromethane
6. customThe combined organic phases were dried
7. customevaporated
8. customthe residue purified by chromatography on silica in ethyl acetate heptane mixtures