تفاعل #1747840

ord-f7d5092255b5474f95271f0c0366fdf7

معادلة التفاعل

OB(O)c1cccc2ccccc12
1-naphthaleneboronic acid
Brc1cccc(I)c1
3-bromoiodobenzene
O=C([O-])[O-].[Na+].[Na+]
sodium carbonate
Brc1cccc(-c2cccc3ccccc23)c1
1-(3-bromophenyl) naphthalene
المردود 76.0%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةwhile being refluxed
  2. 2
    أخرىAfter the reaction in the mixture
  3. 3
    ترشيحfiltration
  4. 4
    تجفيفdried with magnesium sulfate, toluene
  5. 5
    workup.DISTILLATIONwas distilled away under reduced pressure
  6. 6
    أخرىwas obtained with an yield of 76%

الإجراء التجريبي

Under an argon gas atmosphere, 200.0 g (1.163 mol) of 1-naphthaleneboronic acid, 329.0 g (1.163 mol) of 3-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 while being refluxed. 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 250 g of 1-(3-bromophenyl)naphthalene was obtained with an yield of 76%.

المصدر

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