Hexamethyldisilazane → HCID 57835929, compound

To a solution of HMDS (21.17 g, 131.1 mmol) in THF (200 mL) was cooled to −40° C. Then it was added with n-BuLi (56.7 mL, 136.22 mmol) and stirred at same temperature for 45 min. After that (4-hydroxyphenyl)(phenyl)methanone (2 g, 10 mmol) in THF was added slowly over a period of 10 min and stirred at −40° C. to −30° C. for one hour. Then Ethyl(trimethylsilyl)acetate (2.42 g, 15.1 mmol) was added drop wise and stirred at 0° C. to 15° C. for completion of starting material (4 h). After reaction completed reaction was quenched with ammonium chloride and then THF was evaporated under vacuum and the resulted solution was partitioned between water and Ethyl acetate. The combined organic layer was dried and evaporated to get crude. The crude was purified through chromatography and triturated with n-Hexane to afford red color oil as product (1.5 g, Yield: 55.9%); 1H NMR (300 MHz, CDCl3): δ 7.31-7.33 (m, 4H), 7.01-7.74 (d, 1H), 6.7-7.16 (m, 4H), 6.25 (s, 1H), 3.94-3.99 (q, 2H), 1.07-1.10 (t, 3H)

1. stirringstirred at −40° C. to −30° C. for one hour
2. stirringstirred at 0° C. to 15° C. for completion of starting material (4 h)
3. customAfter reaction
4. customreaction
5. customwas quenched with ammonium chloride
6. customTHF was evaporated under vacuum
7. customthe resulted solution was partitioned between water and Ethyl acetate
8. customThe combined organic layer was dried
9. customevaporated
10. customto get crude
11. customThe crude was purified through chromatography
12. customtriturated with n-Hexane
13. customto afford red color oil as product (1.5 g, Yield: 55.9%)

ORD record

ord-ebe72d0e3866447daeec54fd7603a6f8

Source dataset

uspto-grants-2016_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09278915B2