반응 #458491

반응 방정식

n-butyllithium

hexane

1-hexyne

bis(4-fluorophenyl)chlorochloromethylsilane

→

title compound

Chloromethyl[bis(4-fluorophenyl)](1-hexynyl)silane

용매

tetrahydrofuran

THF

반응 조건

후처리

1. 1
   온도The solution was then cooled to -65° C.
2. 2
   온도The reaction was warmed to room temperature
3. 3
   기타quenched by addition of saturated aqueous ammonium chloride
4. 4
   기타The solution was partitioned between water and ether
5. 5
   기타the organic layer was separated
6. 6
   세척washed with brine
7. 7
   건조dried over magnesium sulfate
8. 8
   기타Removal of solvent

실험 절차

A solution of 2.9 ml (0.024 mol) of 1-hexyne in 50 ml of tetrahydrofuran under nitrogen was cooled to -5° C. A solution of n-butyllithium in hexane (15 ml of 1.6 molar, 0.024 mol) was added dropwise, and the resulting solution was warmed to room temperature and stirred for 1.5 hours. The solution was then cooled to -65° C., and a solution of 6.0 g (0.0198 mol) of bis(4-fluorophenyl)chlorochloromethylsilane in 10 ml of THF was added dropwise. The reaction was warmed to room temperature and quenched by addition of saturated aqueous ammonium chloride. The solution was partitioned between water and ether, and the organic layer was separated, washed with brine and dried over magnesium sulfate. Removal of solvent gave the title compound as a clear colorless oil: nmr (CDCl3) 1.0 (3H, m), 1.5 (4H, m), 2.4 (2H, m), 3.2 (2H, s), 7.2 (4H, t, J= 9 Hz), 7.7 (4H, d of d, J=9, 6 Hz); ir (neat) 2180 cm-1.

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