Reaktion #169925

Reaktionsgleichung

4-methoxymethoxybenzaldehyde

neopentyl glycol

pyridinium para-toluenesulfonate

benzene

→

product

2-(4-Methoxymethoxyphenyl)-5,5-dimethyl-1,3-dioxane

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe cooled reaction mixture
2. 2
   Sonstigewas quenched with 2 ml of triethylamine
3. 3
   Einengenconcentrated on rotary evaporator
4. 4
   SonstigeThe product was chromatographed (silica gel, 5% ethyl acetate in hexanes)

Vorschrift

A solution of 4-methoxymethoxybenzaldehyde, neopentyl glycol (10.3 g, 98.9 mmol), pyridinium para-toluenesulfonate (1.0 g, 3.98 mmol), and benzene (500 ml) was refluxed with azeotropic removal of water for several hours, under argon. The cooled reaction mixture was quenched with 2 ml of triethylamine, and concentrated on rotary evaporator. The product was chromatographed (silica gel, 5% ethyl acetate in hexanes), yielding about 14.83 g of the product.

Quelle