반응 #621992

반응 방정식

2,6-dibromonaphthalene

2-biphenylboronic acid

sodium carbonate

→

2-(biphenyl-2-yl)-6-bromonaphthalene

수율 58.0%

용매

toluene

반응 조건

후처리

1. 1
   workup.ADDITIONwere mixed
2. 2
   온도it was refluxed
3. 3
   온도on heating for 7 hours
4. 4
   온도to cool
5. 5
   추출the organic layer was extracted by toluene
6. 6
   세척it was washed by water and saturated salt water
7. 7
   기타Subsequently the organic layer was dried
8. 8
   기타the solvent was removed by distillation

실험 절차

The procedure of Synthesis Example 1 was repeated except that 2-naphthalene boronic acid in place of phenylboronic acid was used, and then 7.5 g of 1-bromo-4-(naphthalene-2-yl)naphthalene of white crystal was obtained (yield: 43%). Synthesis Example 3 (Synthesis of 2-(biphenyl-2-yl)-6-bromonaphthelene) 15 g of 2,6-dibromonaphthalene on the market, 12.5 g of 2-biphenylboronic acid and 1.8 g of tetrakis(triphenylphophine)palladium were mixed, followed by argon displacement. After adding 250 ml of toluene and 90 ml of 2M sodium carbonate aqueous solution thereto, it was refluxed on heating for 7 hours. After standing to cool, the organic layer was extracted by toluene, and then it was washed by water and saturated salt water. Subsequently the organic layer was dried by using sodium sulfate anhydride, and then the solvent was removed by distillation. The product was refined through a silica gel chromatography and then 10.9 g of 2-(biphenyl-2-yl)-6-bromonaphthalene of white crystal was obtained (yield: 58%).

출처