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二甲基铜锂烷基化反应求助?

做一个反应(见附件),按照文献的方法(一模一样),之前可以做成功,最近重复了好多次,却怎么也得不到产物,更换了各种试剂 都不行,各位大侠有没有经验指点非常感谢
(2S.3Rl-EthyI 2-Methyl-3-(tosylamino)pentanonfe (12). To a suspension of CuI (2.33 g, 12.2. mmol) in dry
THF (25 ml), stirred at -78" under N2, was added 1 . 5 ~M eLi in Et,O (15.27 ml, 22.9 mmol). The resulting
suspension was briefly warmed to 0" to dissolve solids and then recooled to -78". Next, the flask was immersed in
an EtOH bath at -30", and a soh. of crude 11 (1.074 g, 2.53 mmol) in dry THF (25 ml) was added to the clear
brown soln. The soln. was stirred at -2OO for 5 h at which time sat. aq. NH4CI soh. was added cautiously. After
warming to r.t., H,O (40 ml) was added, the mixture acidified, then neutralized with aq. NaHCO, soln., filtered by
suction, and extracted with AcOEt (4 x 15 ml). The combined org. phase was dried (Na2S04) and evaporated and
the crude oil (0.917 g) purified by FC (31 x 2 cm, hexane/AcOEt 1:l):
QQ图片20190306214612.png
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共3个回答
问题应该出在后处理之前的步骤。所用试剂逐一确认没问题,特别是碘化亚铜放置久了会变质,化合物11会脱碘等情况,thf除水要严格
尽量避光低温保存

问题应该出在后处理之前的步骤。所用试剂逐一确认没问题,特别是碘化亚铜放置久了会变质,化合物11会脱碘等情况,thf除水要严格
碘化亚铜用的实验室之前存放的,前几次都能做出了,四氢呋喃除水也试了,真不知道怎么回事。

化合物11脱碘不知该怎么避免?
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