Tetraethoxysilane → HCID 57894271, compound

Firstly, 2-M i-PrMgCl (24 mL (solvent: THF, 48 mmol) was added dropwise to a mixture of 1,4-diiodobenzene (15 g, 45.6 mmol) and dist. THF (114 mL) at −30° C. Then the resultant mixture was stirred under a nitrogen atmosphere at −30° C. for 5.5 hours to obtain a reaction solution. Subsequently, the reaction solution was added dropwise (3 drops/second) using a cannular into a mixture of tetraethoxysilane (TEOS: 60.6 mL, 272 mmol) and dist. THF (90 mL), which was cooled to −30° C. The resultant mixture was stirred at −30° C. for 1 hour, and then was stirred at room temperature for 44 hours to obtain a reaction mixed solution. Thereafter, the obtained reaction mixed solution was added with ether (100 mL), and then was washed with distilled water (dist. H2O). After that, an aqueous layer was extracted with ether. Then, an organic layer thus collected was washed with sat. NaCl, and was dried with MgSO4. The dried organic layer was filtered and concentrated to obtain a crude product. Subsequently, the obtained crude product was purified by a reduced-pressure distillation process (1.5 mmHg, 120° C.) to obtain 4-(triethoxysilyl)iodobenzene (10.2 g, 61% yield).

1. customat −30° C
2. customto obtain a reaction solution
3. additionSubsequently, the reaction solution was added dropwise (3 drops/second)
4. customto obtain a reaction
5. additionmixed solution
6. customThereafter, the obtained reaction
7. additionmixed solution
8. washwas washed with distilled water (dist. H2O)
9. extractionAfter that, an aqueous layer was extracted with ether
10. customThen, an organic layer thus collected
11. washwas washed with sat. NaCl
12. dry with materialwas dried with MgSO4
13. filtrationThe dried organic layer was filtered
14. concentrationconcentrated
15. customto obtain a crude product
16. customSubsequently, the obtained crude product
17. distillationwas purified by a reduced-pressure distillation process (1.5 mmHg, 120° C.)

ORD record

ord-d372bd8f905040bb943eebc8c74eef1c

Source dataset

uspto-grants-2011_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08053588B2