Reacción #9628

Ecuación de reacción

Tetrahydro-2H-pyran-4-carboxylic acid

potassium carbonate

dimethyl sulfate

→

methyl tetrahydro-2H-pyran-4-carboxylate

Rendimiento 99.3%

Disolventes

acetone

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturaheated for 3 h
2. 2
   OtroThe inorganic salts were then removed by filtration
3. 3
   Lavadowashed with acetone
4. 4
   Otrothe filtrate was dried
5. 5
   Concentraciónconcentrated

Procedimiento

Tetrahydro-2H-pyran-4-carboxylic acid (1.00 g, 7.68 mmol) was slowly added to a stirred suspension of anhydrous potassium carbonate (1.17 g, 8.45 mmol) in acetone (40 mL), followed by dimethyl sulfate (0.8 mL, 8.45 mmol). The mixture was stirred and heated for 3 h. The inorganic salts were then removed by filtration and washed with acetone, and the filtrate was dried and concentrated to give methyl tetrahydro-2H-pyran-4-carboxylate (1.1 g, 99%), which was used in the next step without further purification. GC-MS m/z 145 (MH+); 1H NMR (300 MHz, CDCl3) δ 11.70–1.80 (m, 4H), 2.47–2.52 (m, 1H), 3.34–3.43 (m, 2H), 3.65 (s, 3H), 3.88–3.95 (m, 2H).

Fuente