反応 #1328424

反応方程式

methyl 2-hydroxy-4-methoxybenzoate

dichloromethoxymethane

→

methyl 2-hydroxy-3-formyl-4-methoxybenzoate

収率 42.4%

溶媒

methylene chloride

methylene chloride

反応条件

後処理

1. 1
   抽出extracted with methylene chloride
2. 2
   洗浄The combined organic phases were washed with sodium bicarbonate solution, water and sodium chloride solution
3. 3
   その他dried
4. 4
   その他the solvent was then removed

実験手順

At from 0 to 5° C., a solution of 209.0 g (1.1 mol) of titanium tetrachloride in 150 ml of methylene chloride was added dropwise to a solution of 50.1 g (0.275 mol) of methyl 2-hydroxy-4-methoxybenzoate and 88 g (0.725 mol) of dichloromethoxymethane in 400 ml of methylene chloride, and the mixture was stirred at room temperature overnight. The mixture was then stirred into ice-water and extracted with methylene chloride. The combined organic phases were washed with sodium bicarbonate solution, water and sodium chloride solution and dried, and the solvent was then removed. Silica gel chromatography using cyclohexane/ethyl acetate=1:1 gave 24.5 g (42%) of methyl 2-hydroxy-3-formyl-4-methoxybenzoate in the form of a colorless solid of m.p.: 123–1240° C.

出典