Реакция #485101

Уравнение реакции

2-naphtylboronic acid

1H-imidazole-4-carboxylic acid methyl ester

AcOEt

Seignette salt

→

title compound

Выход 24.3%

1-Naphthalen-2-yl-1H-imidazole-4-carboxylic Acid Methyl Ester

Выход 24.3%

Растворители

CH2Cl2

Условия реакции

Обработка

1. 1
   workup.STIRRINGthe resulting mixture was stirred for another 2 h
2. 2
   ДругоеAfter separation the organic phase
3. 3
   Сушкаwas dried (Na2SO4)
4. 4
   Концентрированиеconcentrated
5. 5
   Другоеchromatographed
6. 6
   Промывка(silica, elution with CH2Cl2/MeOH 99:1)

Методика

A suspension of 2-naphtylboronic acid (1.4 g, 8 mmol), 1H-imidazole-4-carboxylic acid methyl ester (1.0 g, 8 mmol) and cupric acetate (1.4 g, 8 mmol) in CH2Cl2 (20 ml) was stirred at 20° C. for 24 h. AcOEt (100 ml) and saturated aqueous Seignette salt solution (50 ml) was added and the resulting mixture was stirred for another 2 h. After separation the organic phase was dried (Na2SO4), concentrated and chromatographed (silica, elution with CH2Cl2/MeOH 99:1) to yield the title compound (0.49 g, 24%) of the title compound as a white crystalline material. Mp. 143-144° C. (AcOEt), MS: m/e=252 (M+).

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