Reaktion #59919

Reaktionsgleichung

benzyloxyacetaldehyde

1,3-propanediol

triethyl orthoformate

p-toluenesulfonic acid monohydrate

triethylamine

→

title compound

Ausbeute 58.0%

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

Ausbeute 58.0%

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

A mixture of benzyloxyacetaldehyde (3.6 g, 24 mmol), 1,3-propanediol (5.2 ml, 72 mmol), triethyl orthoformate (4 ml, 24 mmol), and p-toluenesulfonic acid monohydrate (414 mg, 2.45 mmol) was stirred at room temperature for 17 hours. To the reaction mixture, triethylamine (669 μl, 4.8 mmol) was added, which was concentrated. The residue was purified by silica gel column chromatography (elution solvent: heptane/ethyl acetate) to obtain the title compound (2.9 g, yield: 58%) as a light yellow oil.

Quelle