反应详情

At first, a THF solution (2 mL) of the 4-(diallylethoxysilyl)iodobenzene (202 mg, 0.56 mmol) obtained in Example 2 was added dropwise with 2 mol/L of i-PrMgCl (0.59 mL (solvent: THF), 1.18 mmol) at −30° C. Then, the resultant solution was stirred under a nitrogen atmosphere at −30° C. for 1.5 hours to obtain a THF solution containing 4-(diallylethoxysilyl)phenylmagnesium chloride (Grignrad solution). Subsequently, the obtained Grignrad solution was added dropwise with 1 mol/L of trimethyl tin chloride (Me3SnCl: 1.18 mL (solvent: THF), 1.18 mmol) at −30° C. to obtain a reaction mixture. Thereafter, the reaction mixture was stirred under a nitrogen atmosphere at room temperature for 13 hours, and added with distilled water to terminate the reaction. After that, the organic layer was separated from the reaction mixture, and the aqueous layer was extracted with ether to collect the organic layer. Subsequently, the organic layer thus collected was washed with sat.NaHCO3 and sat.NaCl, dried with MgSO4, filtered, and concentrated to obtain a crude product. Thereafter, the crude product thus obtained was separated and purified by silica gel column chromatography (hexane/EtOAc=5/1), and thereby 4-(diallylethoxysilyl)phenyl-trimethyltin was obtained (214 mg, 96% yield).

1. customto obtain a reaction mixture
2. customto terminate
3. customthe reaction
4. customAfter that, the organic layer was separated from the reaction mixture
5. extractionthe aqueous layer was extracted with ether
6. customto collect the organic layer
7. customSubsequently, the organic layer thus collected
8. washwas washed
9. dry with materialNaCl, dried with MgSO4
10. filtrationfiltered
11. concentrationconcentrated
12. customto obtain a crude product
13. customThereafter, the crude product thus obtained
14. customwas separated
15. custompurified by silica gel column chromatography (hexane/EtOAc=5/1)