ChemicalBook CAS DataBase List 2-(4-Bromophenyl)-5-phenylthiophene

2-(4-Bromophenyl)-5-phenylthiophene synthesis

8synthesis methods

Product Name:2-(4-Bromophenyl)-5-phenylthiophene
CAS Number:118621-30-0
Molecular formula:C16H11BrS
Molecular Weight:315.23

589-87-7

306934-95-2

118621-30-0

The general procedure for the synthesis of 2-(4-bromophenyl)-5-phenylthiophene from p-bromoiodobenzene and (5-phenylthiophen-2-yl)boronic acid is as follows: 20.4 g (100 mmol, 1.0 eq.) of (5-phenylthiophen-2-yl)boronic acid and 31.1 g (110 mmol, 1.1 eq.) of p-bromoiodobenzene were added to a 2 L three-necked flask containing 1000 mL toluene in a 2 L three-necked flask containing 1000 mL of toluene. Subsequently, 100 mL of ethanol was added and stirred until complete dissolution. The reaction system was purged with nitrogen for 15 minutes to remove oxygen, then 150 mL of a 2M aqueous solution containing 41.5 g (300 mmol, 3.0 eq.) of K2CO3 was added. Finally, 2.3 g (2 mol%) of Pd(PPh3)4 was added as a catalyst. The reaction mixture was heated to 110 °C and the reaction was stirred at this temperature overnight. Upon completion of the reaction, activated carbon was added for adsorption, followed by filtration to remove the activated carbon. The filtrate was concentrated under reduced pressure to remove the solvent, and the crude product obtained was dried and recrystallized from toluene and ethanol to give 26.2 g of Intermediate-9 in 83% yield.

589-87-7 Synthesis

589-87-7
540 suppliers
$10.00/1g

306934-95-2 Synthesis

306934-95-2
90 suppliers
$10.00/100mg

118621-30-0
102 suppliers
$14.00/100mg

Yield: 83%

Reaction Conditions:

with tetrakis(triphenylphosphine) palladium⁽⁰⁾;potassium carbonate in ethanol;water;toluene at 110;Inert atmosphere;

Steps:

2.3 (3) Synthesis of Intermediate-9
20.4 g (100 mmol, 1.0 eq.) of 5-phenyl-2-thiophenolboronic acid and 31.1 g (110 mmol, 1.1 eq.) of p-bromoiodobenzene were added to a 2 L three-necked flask and 1000 ml of toluene and 100 ml of ethanol were added. Dissolve, purge with nitrogen for 15 minutes, add 150 ml of 2M aqueous solution containing 41.5 g (300 mmol, 3.0 eq.) of K2CO3, and finally add 2.3 g of Pd(PPh3)4 (2 mol%). The temperature was raised to 110°C and the reaction was completed overnight. Activated carbon adsorption was added, suction filtration, solvent removal, drying and recrystallization from toluene and ethanol gave 26.2 g of intermediate-9 with a yield of 83%.

References:

Nanjing Gao Guang Semiconductor Materials Co., Ltd.;Jin Zhenyu;Qian Chao;Wang Xiaowei;Dai Peipei CN108101896, 2018, A Location in patent:Paragraph 0082; 0091-0094; 0178

29488-24-2 Synthesis