تفاعل #1747842

ord-d88240d1a2d548bc90f332767cbaf84d

معادلة التفاعل

OB(O)c1cccc2ccccc12
1-naphthaleneboronic acid
Brc1ccc(I)cc1
4-bromoiodobenzene
O=C([O-])[O-].[Na+].[Na+]
sodium carbonate
Brc1ccc(-c2cccc3ccccc23)cc1
1-(4-bromophenyl) naphthalene
المردود 81.0%

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
    ترشيحfiltration
  3. 3
    تجفيفdried with magnesium sulfate, toluene
  4. 4
    workup.DISTILLATIONwas distilled away under reduced pressure
  5. 5
    أخرىwas obtained with an yield of 81%

الإجراء التجريبي

Under an argon gas atmosphere, 200.0 g (1.163 mol) of 1-naphthaleneboronic acid, 329.0 g (1.163 mol) of 4-bromoiodobenzene, 26.9 g (23.3 mmol) of tetrakis(triphenylphosphine) palladium(0), 3.7 L of toluene and 1.74 L of 2M sodium carbonate solution were mixed, and stirred for 24 hours at 90 degrees C. After the reaction in the mixture was over, the mixture experienced filtration, through which aqueous phase thereof was eliminated. After organic phase thereof was cleansed by water and dried with magnesium sulfate, toluene was distilled away under reduced pressure. Residue thereof was refined by silica-gel column chromatography, such that 268 g of 1-(4-bromophenyl)naphthalene was obtained with an yield of 81%.

المصدر

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