Reacción #59843

Ecuación de reacción

benzyloxyacetaldehyde

2,2-dimethyl-1,3-propanediol

→

title compound

Rendimiento 96.6%

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

Rendimiento 96.6%

Disolventes

toluene

Condiciones de reacción

Tratamiento posterior

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

Procedimiento

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.

Fuente