تفاعل #69529

ord-1febc6efb69144cd885e0f3d583c497d

معادلة التفاعل

COc1cc(Br)cc(OC)c1
1-bromo-3,5-dimethoxybenzene
COc1cccc(OC)c1-c1ccccc1P(C1CCCCC1)C1CCCCC1
2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl
O=C([O-])[O-].[Cs+].[Cs+]
cesium carbonate
COc1cc(OC)cc(C2CC2)c1
title compound
COc1cc(OC)cc(C2CC2)c1
1-Cyclopropyl-3,5-dimethoxybenzene

المذيبات

ظروف التفاعل

درجة الحرارة
100°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    استخلاصwas extracted with ethyl acetate
  2. 2
    تجفيفdried over anhydrous magnesium sulfate
  3. 3
    workup.DISTILLATIONthe solvent was distilled off under reduced pressure
  4. 4
    أخرىThe residue was purified by silica gel column chromatography (n-heptane/ethyl acetate: 3/1)

الإجراء التجريبي

To a solution of 1-bromo-3,5-dimethoxybenzene (2.00 g, 9.21 mmol) in dioxane (30 mL) and water (10 mL) were added potassium cyclopropyl trifluoroborate (2.73 g, 18.4 mmol), 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (756 mg, 1.84 mmol), palladium(II) acetate (207 mg, 0.92 mmol) and cesium carbonate (18.0 g, 55.3 mmol), and the mixture was heated at 100° C. for 16 hours. After the reaction was completed, water was added to the reaction mixture, which was extracted with ethyl acetate and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (n-heptane/ethyl acetate: 3/1) to obtain the title compound (1.61 g, 9.03 mmol).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08530504B2uspto-grants-2013_09