Triphenyltin Chloride → Stannane, triphenyl(3,3,3-trifluoro-1-propynyl)-

온도

-15 °C

The triphenylstannane derivative was prepared using a modified procedure of Brisdon (Chem. Commun. 2002, 2420-2421). Accordingly, 1,1,1,3,3-pentafluoropropane (2.0 g, 14.9 mmol) was condensed into a 500 mL three neck round bottom flask containing ether (20 mL) cooled to −15° C. The mixture was maintained below −10° C. while n-BuLi (2.5 M in hexanes, 16.08 mL, 40.2 mmol) was added. After the reaction was stirred for 10 minutes at −10° C., triphenyl tin chloride (5 g, 13.4 mmol) was added as a solution in ether, maintaining −10° C. The mixture was slowly warmed to room temperature and allowed to stir for an additional 4 hours. An excess of hexanes (300 mL) was added and then the settled mixture was filtered through Celite®. Concentration of the filtered solution in vacuo afforded a pale yellow solid which was purified by column chromatography (SiO2: ether/hexanes, 1:10) affording 5.2 g (78%) of the triphenylstannane derivative as an off white solid.

1. customThe triphenylstannane derivative was prepared
2. additionwas added
3. temperaturemaintaining −10° C
4. temperatureThe mixture was slowly warmed to room temperature
5. stirringto stir for an additional 4 hours
6. filtrationthe settled mixture was filtered through Celite®
7. customConcentration of the filtered solution in vacuo afforded a pale yellow solid which
8. customwas purified by column chromatography (SiO2: ether/hexanes, 1:10)

ORD 기록

ord-5f6bba8ffcfa4f32944023f8908d67e4

출처 데이터셋

uspto-grants-2009_08

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US07576099B2