反応 #59874

反応方程式

2-(hydroxymethyl)-1,3-propanediol

1,3-difluoroacetone

trimethyl orthoformate

p-toluenesulfonic acid monohydrate

→

title compound

収率 43.4%

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

収率 43.4%

溶媒

triethylamine

反応条件

後処理

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

実験手順

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.

出典