Introduction of a new synthetic route about 4-(4-Bromophenyl)dibenzo[b,d]furan

The synthetic route of 955959-84-9 has been constantly updated, and we look forward to future research findings.

Related Products of 955959-84-9,Some common heterocyclic compound, 955959-84-9, name is 4-(4-Bromophenyl)dibenzo[b,d]furan, molecular formula is C18H11BrO, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Example 7. 4′ -Dibenzofuran-4-yl-biphenyl-4-carbaldehyde; EPO A solution of dibenzofuran-4-boronic acid (1.0 g, 4.7 mmol) in ethanol (10 iriL) was added to a stirred solution of 1- bromo-4-iodobenzene (1.33 g, 4.7 mmol) and tetrakis- (triphenylphosphine)palladium(O) (271 mg, 5 molpercent) in toluene (40 mL) . 2N sodium carbonate (4.7 mL, 9.4 mmol) was added and the reaction was heated to 900C (oil bath temp.) for 2-3 hrs until complete (TLC control) .The reaction mixture was cooled to room temperature and partitioned between water and diethyl ether. The phases were separated, the aqueous phase being further extracted with diethyl ether (2 x 20 mL) . The combined extract was washed with water and brine. The ethereal solution was dried over anhydrous MgSO4, filtered and concentrated in vacuo to yield 4- (4-bromophenyl) -dibenzofuran as a yellow solid, which was used immediately without further purification.A solution of 4-formylphenylboronic acid (0.9 g, 5.64 mmol) in ethanol (10 mL) was added to a stirred solution of the crude 4- (4-bromophenyl) -dibenzofuran (from the previous reaction) in toluene (40 mL) . tetrakis-(Triphenylphosphine)palladium(O) (270 mg, 5 molpercent) and 2N sodium carbonate (4.7 mL, 9.4 mmol) were added and the reaction was heated to 1000C (oil bath temp.) for 2-3 hrs until complete (TLC control) . The reaction mixture was cooled to room temperature and partitioned between water and ethyl acetate. The phases were separated, the aqueous phase being further extracted with ethyl acetate (2 x 20 mL) . The combined extract was washed with 0.5 N hydrochloric acid, water and brine and EPO then dried over anhydrous MgSO4, filtered and concentrated in vacuo. Purification of the product by flash column chromatography, using 10-20percent ethyl acetate in hexane as eluent, afforded the title compound has a white solid (1.5Ig) .

The synthetic route of 955959-84-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE INSTITUTES FOR PHARMACEUTICAL DISCOVERY, LLC; WO2006/55625; (2006); A2;,
Bromide – Wikipedia,
bromide – Wiktionary