反応 #59870

反応方程式

2-(hydroxymethyl)-1,3-propanediol

trimethyl orthoformate

p-toluenesulfonic acid monohydrate

→

title compound

収率 59.1%

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

収率 59.1%

溶媒

triethylamine

反応条件

後処理

1. 1
   濃縮the mixture was concentrated
2. 2
   その他The residue was purified by silica gel column chromatography (elution solvent: heptane/ethyl acetate)

実験手順

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.

出典