تفاعل #1747838

ord-a4d746b25063471a9bcac1547c3c6532

معادلة التفاعل

OB(O)c1ccc2ccccc2c1
2-naphthaleneboronic acid
Brc1ccc(I)cc1
4-bromoiodobenzene
O=C([O-])[O-].[Na+].[Na+]
sodium carbonate
Brc1ccc(-c2ccc3ccccc3c2)cc1
2-(4-bromophenyl) naphthalene
المردود 67.0%

المذيبات

ظروف التفاعل

درجة الحرارة
90°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىAfter the reaction in the mixture
  2. 2
    workup.DISTILLATIONwas distilled away
  3. 3
    workup.ADDITIONthe mixture was added with methanol, such that precipitated solid
  4. 4
    أخرىwas separated by filtration
  5. 5
    أخرىBy recrystallizing the obtained solid by acetic ether and methanol
  6. 6
    أخرىsubsequently drying the solid

الإجراء التجريبي

Under an argon gas atmosphere, 70.0 g (407 mmol) of 2-naphthaleneboronic acid, 115.1 g (407 mmol) of 4-bromoiodobenzene, 9.40 g (8.14 mmol) of tetrakis(triphenylphosphine) palladium(0), 1.2 L of toluene and 600 mL of 2M sodium carbonate solution were mixed, and stirred for 20 hours at 90 degrees C. After the reaction in the mixture was over, toluene was distilled away therefrom, and the mixture was added with methanol, such that precipitated solid was separated by filtration. By recrystallizing the obtained solid by acetic ether and methanol and subsequently drying the solid, 77.2 g of 2-(4-bromophenyl) naphthalene was obtained with an yield of 67%.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08029697B2uspto-grants-2011_10