反应 #349578

反应方程式

hydrochloric acid

D-(+)-galactose

sodium laurylbenzenesulfonate

hydrogen chloride

toluene

→

5-chloromethylfurfural

溶剂

water

反应条件

后处理

1. 1
   workup.STIRRINGat 50° C. over 3 hours with stirring
2. 2
   workup.STIRRINGAfter stirring
3. 3
   过滤filtered through Celite
4. 4
   洗涤while being washed with toluene
5. 5
   其他dried
6. 6
   浓缩concentrated

实验过程

To the same three-necked flask as in Example 1 were added 5 g (0.028 mole) of a commercially available D-(+)-galactose and two kinds of surface active agent, i.e., 89.6 mg (0.00028 mole) of cetyltrimethylammonium chloride and 97.6 mg (0.00028 mole) of sodium laurylbenzenesulfonate. Then, 30 ml of toluene was added thereto and the mixture was stirred to make a suspension. Thereafter, about 6 ml of 35% aqueous hydrochloric acid was added dropwise from a dropping funnel over about 1 hour. A slight excess of hydrogen chloride was then slowly passed therethrough at 50° C. over 3 hours with stirring. After stirring was continued for a further 5 hours, the reaction solution was diluted with a little water and filtered through Celite while being washed with toluene. The toluene layer was neutralized, dried and concentrated to obtain about 1.9 g (theoretical yield 4.01 g) of 5-chloromethylfurfural as a crude product.

来源