4-(4-Bromophenyl)dibenzo[b,d]furan Chemical Properties

Melting point:

99.0 to 103.0 °C

Boiling point:

460.1±20.0 °C(Predicted)

Density 

1.456±0.06 g/cm3 (20 ºC 760 Torr)

storage temp. 

Sealed in dry,Room Temperature

form 

powder to crystal

color 

White to Almost white

InChI

InChI=1S/C18H11BrO/c19-13-10-8-12(9-11-13)14-5-3-6-16-15-4-1-2-7-17(15)20-18(14)16/h1-11H

InChIKey

RIPZSADLUWTEFQ-UHFFFAOYSA-N

SMILES

O1C2=CC=CC=C2C2=CC=CC(C3=CC=C(Br)C=C3)=C12

Safety Information

HS Code 

2932990090

4-(4-Bromophenyl)dibenzo[b,d]furan Usage And Synthesis

Uses

4-(4-Bromophenyl)dibenzo[b,d]furan can be used as an OLED intermediate which is used in the preparation of the organic optoelectronic device compound B-137.

Synthesis

In a nitrogen atmosphere, dibenzofuran-4-ylboronic acid (100 g, 472 mmol) was dissolved in 1,000 mL of tetrahydrofuran (THF)1-bromo-4-iodobenzene (160 g, 556 mmol) and tetrakis (triphenylphosphine) palladium (5.45 g, 4.72 mmol) were added thereto and stirred. Potassium carbonate (78.3 g, 566 mmol) saturated with water was added, and the mixture was refluxed by heating at 80 ° C for 8 hours. After completion of the reaction, water was added to the reaction mixture, and the mixture was extracted with dichloromethane (DCM). Then, water was removed with anhydrous MgSO 4, Filtered and concentrated under reduced pressure. The thus-obtained residue was purified by flash column chromatography to obtain 4-(4-Bromophenyl)dibenzo[b,d]furan (142 g, 93percent).

References

[1] Patent: KR2015/24669, 2015, A. Location in patent: Paragraph 0151-0153
[2] Patent: KR2016/8651, 2016, A. Location in patent: Paragraph 0155-0157
[3] Patent: KR2016/12846, 2016, A. Location in patent: Paragraph 0217; 0218; 0219
[4] Patent: KR2015/130221, 2015, A. Location in patent: Paragraph 0339-0341
[5] Patent: KR101531614, 2015, B1. Location in patent: Paragraph 0827-0830