Reaktion #59878

Reaktionsgleichung

triethylamine

ethyl 3-oxohexanoate

1,3-propanediol

trimethyl orthoformate

→

title compound

Ausbeute 80.5%

Ethyl(2-propyl-1,3-dioxan-2-yl)acetate

Ausbeute 80.5%

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 ethyl 3-oxohexanoate (5 g, 31.6 mmol), 1,3-propanediol (3.61 g, 47.4 mmol), trimethyl orthoformate (5.78 ml, 34.8 mmol), and p-toluenesulfonic acid monohydrate (272 mg, 1.58 mmol) was stirred at room temperature for 22 hours. After completion of the reaction, triethylamine (881 μl, 6.32 mmol) 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 (5.5 g, yield: 80.5%) as a light yellow oil.

Quelle