تفاعل #1994261

ord-4008f93fd0394ed8bc00a2560f7fed81

معادلة التفاعل

Brc1ccc(N(c2ccc(-c3ccccc3)cc2)c2ccc(-c3ccccc3)cc2)cc1
N-(biphenyl-4-yl)-N-(4-bromophenyl)biphenyl-4-amine
[Li][CH2]CCC
n-BuLi
CC(C)OB1OC(C)(C)C(C)(C)O1
2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
CC1(C)OB(c2ccc(N(c3ccc(-c4ccccc4)cc3)c3ccc(-c4ccccc4)cc3)cc2)OC1(C)C
N-(biphenyl-4-yl)-N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)biphenyl-4-amine
المردود 33.0%

المذيبات

ظروف التفاعل

درجة الحرارة
-78°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    غسيلthe resultant solution was sufficiently washed with distilled water and Brain
  2. 2
    أخرىpurified through column chromatography

الإجراء التجريبي

N-(biphenyl-4-yl)-N-(4-bromophenyl)biphenyl-4-amine (56 g, 0.117 mol) was introduced into a 2 L RBF, and dissolved in THF (600 ml). Then, the temperature was maintained at −78° C. for about 30 minutes. Then, n-BuLi (1.6M in Hex) (90 ml, 0.141 mol) was slowly added thereto. After 1 hour, 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (26.2 g, 0.141 mol) was added thereto, followed by heat-stirring at room temperature for 12 hours. After the reaction was completed, the resultant solution was sufficiently washed with distilled water and Brain, and purified through column chromatography to obtain N-(biphenyl-4-yl)-N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)biphenyl-4-amine (white solid, 20 g, yield 33%).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08597802B2uspto-grants-2013_12