Reaktion #61500

Reaktionsgleichung

sodium bicarbonate

Methyl 5,5-dimethoxyvalerate

propane-1,3-diol

para-toluene sulphonic acid

→

oil

Ausbeute 103.9%

4-[1,3]Dioxan-2-yl-butyric acid methyl ester

Ausbeute 103.9%

Lösungsmittel

diethyl ether

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   FiltrationThe solid was filtered
2. 2
   Sonstigethe filtrate evaporated

Vorschrift

Methyl 5,5-dimethoxyvalerate (20.0 g, 0.114 mol), propane-1,3-diol (13 g, 0.17 mol) and para-toluene sulphonic acid (2.17 g, 0.0114 mol) were heated under Dean-Stark conditions in toluene (100 ml) for 4 h. The mixture was cooled to room temperature and diluted with diethyl ether (100 ml) and then neutralized with solid sodium bicarbonate. The solid was filtered and the filtrate evaporated to give a pale yellow oil (22.3 g). A 10 g portion of this was then purified by silica gel chromatography (eluent 30% EtOAc:hexane) which gave the title compound as a colourless oil (6.82 g).

Quelle