Реакция #159035

Уравнение реакции

potassium carbonate

4-tert-Butoxycarbonylamino-phenylboronic acid

1,4-dibromo-benzene

→

(4′-Bromo-biphenyl-4-yl)-carbamic acid tert-butyl ester

Выход 59.0%

Растворители

ethyl acetate

1,2-dimethoxyethane

Условия реакции

Обработка

1. 1
   Промывкаwashed with water and brine
2. 2
   СушкаThe organic phase was dried over magnesium sulfate
3. 3
   Концентрированиеconcentrated
4. 4
   ДругоеThe residue was purified by silica column chromatography (0% to 20% EtOAc/hexanes)

Методика

4-tert-Butoxycarbonylamino-phenylboronic acid (500 mg, 2.11 mmol), 1,4-dibromo-benzene (2.00 g, 8.44 mmol) Pd(PPh3)4 (122 mg, 0.106 mmol) and a 2 M aqueous solution of potassium carbonate (4.2 mL, 8.44 mmol) were degassed in 1,2-dimethoxyethane (20 mL) for 10 min. The stirred suspension was heated to 80° C. for 3 hours then diluted with ethyl acetate (60 mL) and washed with water and brine. The organic phase was dried over magnesium sulfate and concentrated. The residue was purified by silica column chromatography (0% to 20% EtOAc/hexanes) to provide (4′-Bromo-biphenyl-4-yl)-carbamic acid tert-butyl ester (430 mg, 59%).

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