Réaction #164104

Équation de réaction

ether

ethyl-4-oxocyclohexane carboxylate

ethylene glycol

→

raw product

Rendement 74.0%

1,4-dioxaspiro[4,5]decane-8-carboxylic acid ethyl ester

Rendement 74.0%

Solvants

toluol

Conditions de réaction

Traitement

1. 1
   Lavagewashed with water and 5% sodium hydrogencarbonate solution (150 mL each)
2. 2
   SéchageThe organic phase was dried with sodium sulphate
3. 3
   Concentrationconcentrated to low volume in a vacuum

Mode opératoire

A solution of ethyl-4-oxocyclohexane carboxylate (28.9 g, 169 mmol), ethylene glycol (36.7 g, 33.0 mL, 592 mmol) and p-toluol sulphonic acid (380 mg, 2.0 mmol) in toluol (90 mL) was stirred overnight at room temperature. The reaction solution was poured into ether (150 mL) and washed with water and 5% sodium hydrogencarbonate solution (150 mL each). The organic phase was dried with sodium sulphate and concentrated to low volume in a vacuum. Since the raw product (26.8 g) was obtained in pure form, it could be directly converted further.

Source