Imidazole → Tert-butyldimethyl(4-((trimethylsilyl)ethynyl)benzyloxy)silane

温度

0 °C

Under argon condition, (4-((trimethylsilyl)ethynyl)phenyl) methanol (258 mg, 1.26 mmol) was dissolved in 5 mL of dry THF and then cooled to 0° C., and imidazole (103 mg, 1.52 mmol) and TBSCl (228 mg, 1.52 mmol) dissolved in 3 mL of dry THF were added thereto. Thereafter, the temperature was raised to room temperature, and the reaction mixture was stirred for 15 hours at room temperature. Upon completion of the reaction, the reaction was terminated by adding 10 mL of aqueous saturated ammonium chloride solution. The reaction mixture was extracted with ethyl acetate (10 mL×4), and the organic layer thus obtained was treated with anhydrous magnesium sulfate to remove water. The precipitate was filtered out and the resulting solution was concentrated by distillation under reduced pressure, and purified by column chromatography to obtain 383 mg (1.20 mmol, 95%) of the desired compound.

1. additionwere added
2. temperatureThereafter, the temperature was raised to room temperature
3. customUpon completion of the reaction
4. customthe reaction was terminated
5. additionby adding 10 mL of aqueous saturated ammonium chloride solution
6. extractionThe reaction mixture was extracted with ethyl acetate (10 mL×4)
7. customthe organic layer thus obtained
8. customto remove water
9. filtrationThe precipitate was filtered out
10. concentrationthe resulting solution was concentrated by distillation under reduced pressure
11. custompurified by column chromatography

ORDレコード

ord-0f081623c6de4112b4767f864969c0ef

出典データセット

uspto-grants-2014_08

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08809012B2