Реакция #59870

Уравнение реакции

2-(hydroxymethyl)-1,3-propanediol

trimethyl orthoformate

p-toluenesulfonic acid monohydrate

→

title compound

Выход 59.1%

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

Выход 59.1%

Растворители

triethylamine

Условия реакции

Обработка

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

Методика

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.

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