反応 #49893

反応方程式

methyl iodide

dichloromethyl methyl ether

tin tetrachloride

2,6-di-tert-butyl phenol

NaOH

→

3,5-di-tert-butyl-4-methoxybenzaldehyde

収率 47.7%

溶媒

water

CH2Cl2

ether

反応条件

後処理

1. 1
   その他After purification 0.67 g 2,6-di-tert-butyl anisol
2. 2
   その他was obtained

実験手順

A mixture containing 2 g (9.7 mmol) 2,6-di-tert-butyl phenol, 0.4 g NaOH dissolved in 4 ml water, 13.7 g (60.1 mmol) benzyl triethyl ammonium chloride and 12 g (84.5 mmol) methyl iodide was heated at 45° for 18 h. After purification 0.67 g 2,6-di-tert-butyl anisol was obtained. This compound (1.46 g, 6.63 mmol) was formylated by reaction at 0° C. with dichloromethyl methyl ether (1.15 g, 10 mmol) in presence of tin tetrachloride (3.1 g, 11.9 mmol) in 20 ml CH2Cl2. After hydrolysis and extraction into ether, 1.15 g of 3,5-di-tert-butyl-4-methoxybenzaldehyde were obtained (MS: m/e=248: M+; 233=M+ --CH3).

出典