Chlorotrimethylsilane → o-trimethylsilyltoluene

Temperature

0 °C

In a 10 ml volume double neck flask substituted with argon gas, was laid 2 ml of a THF solution containing 0.32 mmol/L of o-bromotoluene obtained in the step 2 of Example 1, followed by cooling at 0° C. in an atmosphere of argon gas. To the solution, while stirring using a magnetic stirrer, 0.34 ml of a n-hexane containing 1.58 mol/L of n-butyl lithium was slowly drop wise added and stirred at 0° C. for 30 min. Subsequently, 0.59 ml of a THF solution containing 0.96 mmol/L of chlorotrimethylsilane was slowly drop wise added and stirred at 0° C. for 60 min. After reaction, the resulting solution was analyzed using GC (CBP column 1; 0.25 mm×25 m; starting temperature 50° C.; rate of temperature increase 10° C./min). As a result, o-trimethylsilyltoluene was obtained in yield of 4%. In addition, o-butyltoluene was obtained as a by-product in yield of 91%.

1. customIn a 10 ml volume double neck flask substituted with argon gas
2. customobtained in the step 2 of Example 1
3. stirringstirred at 0° C. for 30 min
4. additionwas slowly drop wise added
5. stirringstirred at 0° C. for 60 min
6. customAfter reaction
7. temperatureGC (CBP column 1; 0.25 mm×25 m; starting temperature 50° C.; rate of temperature increase 10° C./min)

ORD record

ord-f9bed4915dc64bbea274e5ead66332c3

Source dataset

uspto-grants-2009_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07572927B2