반응 #59870

반응 방정식

2-(hydroxymethyl)-1,3-propanediol

trimethyl orthoformate

p-toluenesulfonic acid monohydrate

→

title compound

수율 59.1%

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

수율 59.1%

용매

triethylamine

반응 조건

후처리

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

실험 절차

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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