반응 #52141

반응 방정식

PPh2Cl

3,4,5-trimethoxybromobenzene

BuLi

→

19

수율 80.0%

(3,4,5-trimethoxyphenyl)diphenylphosphine

수율 80.0%

용매

THF

반응 조건

후처리

1. 1
   workup.ADDITIONThe addition
2. 2
   workup.WAITwas complete within 2 h
3. 3
   온도to warm to 0° C. within 2 h
4. 4
   기타quenched by addition of NH4Cl solution (200 ml)
5. 5
   기타The organic layer was separated
6. 6
   세척washed with brine (250 ml)
7. 7
   건조dried (Na2SO4)
8. 8
   여과filtered
9. 9
   기타evaporated
10. 10
    기타The solid was recrystallized from methanol

실험 절차

To a solution of 3,4,5-trimethoxybromobenzene 18 (62.3 g, 0.25 mol) in dry THF (200 ml) was added BuLi solution (169 ml, 1.6M in hexane, 0.27 mol) dropwise at −78° C. within 45 min. The resulting beige-colored suspension was stirred for an additional 1 h at −78° C. Then PPh2Cl (61 g, 0.277 mol. 49.7 ml) was added dropwise. The addition was complete within 2 h. The resulting yellow solution was allowed to warm to 0° C. within 2 h and quenched by addition of NH4Cl solution (200 ml). The organic layer was separated, washed with brine (250 ml), dried (Na2SO4), filtered, and evaporated. The solid was recrystallized from methanol to give 69.5 g (80%) of 19.

출처