反应 #59874

反应方程式

2-(hydroxymethyl)-1,3-propanediol

1,3-difluoroacetone

trimethyl orthoformate

p-toluenesulfonic acid monohydrate

→

title compound

收率 43.4%

(2,2-bis(fluoromethyl)-1,3-dioxan-5-yl)methanol

收率 43.4%

溶剂

triethylamine

反应条件

后处理

1. 1
   workup.ADDITIONwas added to the reaction mixture, which
2. 2
   浓缩was then concentrated
3. 3
   其他The residue was purified by silica gel column chromatography (elution solvent: heptane/ethyl acetate)

实验过程

A mixture of 2-(hydroxymethyl)-1,3-propanediol (2.2 g, 20.7 mmol), 1,3-difluoroacetone (3.89 g, 41.4 mmol), trimethyl orthoformate (3.44 ml, 20.7 mmol), and p-toluenesulfonic acid monohydrate (356 mg, 2.07 mmol) was stirred at 60° C. for 10 hours. After completion of the reaction, triethylamine (577 μl) was added to the reaction mixture, which was then concentrated. The residue was purified by silica gel column chromatography (elution solvent: heptane/ethyl acetate) to obtain the title compound (1.6 g, yield: 43.4%) as a light yellow oil.

来源