4,4,5,5-Tetramethyl-2-[3-(10-phenylanthracen-9-yl)phenyl]-1,3,2-dioxaborolane synthesis

Yield:1023674-81-8 89 %

Reaction Conditions:

with dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂;potassium acetate in N,N-dimethyl-formamide at 100;

Steps:

3.1 (1) Synthesis of Intermediate (B)

15.0 g (36.6 mmol) of 9-(3-bromophenyl)-10-phenylanthracene, 11.2 g (44.0 mmol) of bis(pinacolato)diboron, 1.50 g (1.83 mmol) of PdCl₂(dppf), and 10.8 g (110 mmol) of potassium acetate were mixed with 120 mL of DMF, and stirred at a temperature of 100° C. for 24 hours. After completion of the reaction, the reaction mixture was cooled to room temperature and filtered through silica gel under reduced pressure, and the filtrate was concentrated under reduced pressure. The product was filtered by silica gel column chromatography. The resulting product was recrystallized under the condition of dichloromethane (DCM)/n-hexane, so as to obtain Intermediate (B) (14.9 g, yield of 89%). (0356) LC-Mass (calculated: 456.23 g/mol, found: M+1=457 g/mol)

References:

US2023/34532,2023,A1 Location in patent:Paragraph 0354-0356