تفاعل #43682

ord-c9b724ccf96a4746a1af2ce58abf5586

معادلة التفاعل

Brc1cccc2sccc12
4-bromobenzo[b]thiophene
C=Cc1ccccc1
styrene
CCN(CC)CC
triethylamine
Cc1ccccc1P(c1ccccc1C)c1ccccc1C
tris(2-methylphenyl)phosphine
C(=C\c1cccc2sccc12)/c1ccccc1
title compound
C(=C\c1cccc2sccc12)/c1ccccc1
4-[(E)-2-Phenylvinyl]benzo[b]thiophene

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةwas refluxed overnight under an argon atmosphere
  2. 2
    أخرىan insoluble material was removed by filtration
  3. 3
    غسيلThe filtrate washed with 1 mol/L hydrochloric acid, water and brine successively
  4. 4
    تجفيفdried over anhydrous magnesium sulfate
  5. 5
    أخرىthe solvent was removed under reduced pressure
  6. 6
    أخرىThe residue was purified by column chromatography on silica gel (eluent: n-hexane-n-hexane/ethyl acetate=5/1)

الإجراء التجريبي

A mixture of 4-bromobenzo[b]thiophene (0.55 g), styrene (0.89 mL), triethylamine (1.81 mL), palladium(II) acetate (59 mg) and tris(2-methylphenyl)phosphine (0.16 g) in acetonitrile (10 mL) was refluxed overnight under an argon atmosphere. The reaction mixture was diluted with diethyl ether and an insoluble material was removed by filtration. The filtrate washed with 1 mol/L hydrochloric acid, water and brine successively, and dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: n-hexane-n-hexane/ethyl acetate=5/1) to give the title compound (0.56 g).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07732596B2uspto-grants-2010_06