Reacción #59870

Ecuación de reacción

2-(hydroxymethyl)-1,3-propanediol

trimethyl orthoformate

p-toluenesulfonic acid monohydrate

→

title compound

Rendimiento 59.1%

(2-methoxy-1,3-dioxan-5-yl)methanol

Rendimiento 59.1%

Disolventes

triethylamine

Condiciones de reacción

Tratamiento posterior

1. 1
   Concentraciónthe mixture was concentrated
2. 2
   OtroThe residue was purified by silica gel column chromatography (elution solvent: heptane/ethyl acetate)

Procedimiento

A mixture of 2-(hydroxymethyl)-1,3-propanediol (1.7 g, 16 mmol), trimethyl orthoformate (7 ml, 64.1 mmol), and p-toluenesulfonic acid monohydrate (275 mg, 1.6 mmol) was stirred at room temperature for 22 hours. To the reaction mixture, triethylamine (447 μl) was added and the mixture was concentrated. The residue was purified by silica gel column chromatography (elution solvent: heptane/ethyl acetate) to obtain the title compound (1.4 g, 59.1% yield), which is a cis and trans (1:1) mixture, as a light yellow oil.

Fuente