反应详情

A solution of 198 mL (58.0 mmol) of 0.29M Example 1, Part B-(2) Grignard reagent in THF and 48 mL (275.9 mmol) of HMPA at 0° C. under argon was treated dropwise with 2.0 g (11.6 mmol) of Example 6, Part A chloride in 20 mL of THF. After addition, the reaction was allowed to warm to room temperature for 2 hours, at which point the reaction was diluted with 1:1 hexane/ether and quenched with 1N HCl solution. THe organic layer was washed with 1N HCl followed by water, saturated sodium bicarbonate, brine, dried over MgSO4 and evaporated to provide 3.59 g of crude oil. Flash chromatography was performed on 360 g of silica gel packed and loaded with 10:1 hexane/EtOAc and eluted with 7:1 hexane/ EtOAc collecting 30 mL fractions. Fractions 32 to 49 were combined and evaporated to provide 1.68 g (74%) of title compound in the form of an oil.

1. customat 0° C.
2. additionAfter addition
3. customquenched with 1N HCl solution
4. washTHe organic layer was washed with 1N HCl
5. dry with materialdried over MgSO4
6. customevaporated
7. customto provide 3.59 g of crude oil
8. washeluted with 7:1 hexane/ EtOAc collecting 30 mL fractions
9. customevaporated