반응 #356749

반응 방정식

2-bromophenylboronic acid

4-chloro-2-iodo-1-[(phenylmethyl)oxy]benzene

potassium carbonate

toluene ethanol

2-bromophenylboronic acid

→

colourless gum

수율 55.1%

2′-Bromo-5-chloro-2-[(phenylmethyl)oxy]biphenyl

수율 55.1%

용매

diethyl ether water

반응 조건

후처리

1. 1
   workup.ADDITIONwere added
2. 2
   온도The mixture was heated for 6 hours
3. 3
   온도then cooled
4. 4
   기타the organic phase separated
5. 5
   건조dried (magnesium sulphate)
6. 6
   기타evaporated
7. 7
   기타The residue was purified by chromatography on silica eluting with ethyl acetate/iso-hexane (1:49)
8. 8
   기타then rechromatographed
9. 9
   세척eluting with dichloromethane/iso-hexane (1:9)

실험 절차

A mixture of 2-bromophenylboronic acid (2.01 g, 10 mmol), 4-chloro-2-iodo-1-[(phenylmethyl)oxy]benzene (3.445 g, 10 mmol), potassium carbonate (5.52 g, 40 mmol) and tetrakis(triphenylphosphine)palladium(0) (580 mg, 0.5 mmol) in 1:1 toluene/ethanol (45 ml) was stirred and heated at 90° C. under nitrogen for 2 hours when a further 1 g (4.98 mmol) of 2-bromophenylboronic acid and 0.2 g (0.17 mmol) of tetrakis(triphenylphosphine)palladium(0) were added. The mixture was heated for 6 hours then cooled, diluted with diethyl ether/water and the organic phase separated, dried (magnesium sulphate) and evaporated. The residue was purified by chromatography on silica eluting with ethyl acetate/iso-hexane (1:49) then rechromatographed eluting with dichloromethane/iso-hexane (1:9) to give 2.06 g of colourless gum which slowly crystallised.

출처