Реакция #466220

ord-4c3bea01e7014b94b4af9526bf27f2c4

Уравнение реакции

O=C(O)c1ccc(I)c(O)c1
3-hydroxy-4-iodo-benzoic acid
OB(O)c1ccc2ccccc2c1
2-naphthylboronic acid
CCN(CC)CC
triethylamine
COC(=O)c1ccc(I)c(Oc2ccc3ccccc3c2)c1
title compound
COC(=O)c1ccc(I)c(Oc2ccc3ccccc3c2)c1
4-Iodo-3-(naphthalen-2-yloxy)-benzoic Acid Methyl Ester

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ФильтрацияThe reaction mixture was filtered through celite,
  2. 2
    Концентрированиеconcentrated to dryness
  3. 3
    Другоеchromatographed (SiO2, 5-40% EtOAc: hexane)

Методика

A mixture of 3-hydroxy-4-iodo-benzoic acid acid methyl ester (0.505 g, 1.82 mmol), cupric acetate (0.330 g, 1.82 mmol), 2-naphthylboronic acid (0.625 g, 3.63 mmol) and powdered 4A molecular sieves (0.3 g) in CH2Cl2 (21 mL) was treated with triethylamine (1.27 mL, 9.08 mmol) and stirred at ambient temperature for 18 hr. The reaction mixture was filtered through celite, concentrated to dryness and chromatographed (SiO2, 5-40% EtOAc: hexane) to give the title compound. FAB mass spectrum (M+1) 405.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US06297239B1uspto-grants-2001_10