Реакция #1833206

ord-9f1da921f36d4e47a7d9e2469f6690fd

Уравнение реакции

COc1ccc(C=O)c(O)c1Br
2-hydroxy-3-bromo--4-methoxybenzaldehyde
CC(C)(C)[Si](C)(C)Cl
t-butyldimethlsilyl chloride
COc1ccc(C=O)c([Si](C)(C)C(C)(C)C)c1Br
2-(t-butyldimethylsilyl)-3-bromo-4-methoxy benzaldehyde
Выход 83.1%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ЭкстракцияThe mixture was then extracted with ether (3×25 ml)
  2. 2
    ПромывкаThe ethereal solution was washed with water (25 ml) and saturated NaHCO3 solution (2×15 ml)
  3. 3
    ДругоеThe solvent evaporated

Методика

Diiospropylethylamine(3.0 ml ) was added to a stirred solution (under argon) of 2-hydroxy-3-bromo--4-methoxybenzaldehyde(1.96, 8.5 mmole) in DMF (15 ml) followed by t-butyldimethlsilyl chloride(TBSCl, 1.91 g, 12.8 mmole). The reaction mixture was stirred at room temperature for 30 min and Ice (20 g) was added to the mixture. The mixture was then extracted with ether (3×25 ml). The ethereal solution was washed with water (25 ml) and saturated NaHCO3 solution (2×15 ml). The solvent evaporated to yield 2-(t-butyldimethylsilyl)-3-bromo-4-methoxy benzaldehyde as an oil (2.54 g, 7.06 mmole, 83.1%).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: USRE045720E1uspto-grants-2015_10