Reaktion #59874

Reaktionsgleichung

2-(hydroxymethyl)-1,3-propanediol

1,3-difluoroacetone

trimethyl orthoformate

p-toluenesulfonic acid monohydrate

→

title compound

Ausbeute 43.4%

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

Ausbeute 43.4%

Lösungsmittel

triethylamine

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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.

Quelle