Reaktion #59843

Reaktionsgleichung

benzyloxyacetaldehyde

2,2-dimethyl-1,3-propanediol

→

title compound

Ausbeute 96.6%

2-((benzyloxy)methyl)-5,5-dimethyl-1,3-dioxane

Ausbeute 96.6%

Lösungsmittel

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added
2. 2
   Temperaturrefluxed for 4 hours
3. 3
   Sonstigewhile removing water by the Dean-Stark apparatus
4. 4
   workup.ADDITIONtriethylamine (4 ml) was added to the reaction mixture
5. 5
   Sonstigethe solvent was removed by evaporation
6. 6
   SonstigeThe residue was purified by silica gel column chromatography (silica gel: 200 g, elution solvent: ethyl acetate/heptane=1/9)

Vorschrift

To a mixture of benzyloxyacetaldehyde (5 g, 33.3 mmol), 2,2-dimethyl-1,3-propanediol (4.16 g, 40 mmol) and toluene (70 ml), p-toluenesulfonic acid monohydrate (287 mg, 1.51 mmol) was added and refluxed for 4 hours while removing water by the Dean-Stark apparatus. After the reaction mixture was cooled to room temperature, triethylamine (4 ml) was added to the reaction mixture and the solvent was removed by evaporation. The residue was purified by silica gel column chromatography (silica gel: 200 g, elution solvent: ethyl acetate/heptane=1/9) to obtain the title compound (7.6 g, yield: 96.6%) as a colorless oil.

Quelle