Reacción #658219

Ecuación de reacción

5-(benzyloxy)-2-(hydroxymethyl)-4H-pyran-4-one

acetone

→

5-(benzyloxy)-4-oxo-4H-pyran-2-carboxylic acid

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe solid was removed by filtration
2. 2
   Concentraciónthe filtrate was concentrated
3. 3
   workup.ADDITIONThe concentrated residue was poured into water
4. 4
   OtroThe resulting white solid was collected
5. 5
   Lavadowashed with water
6. 6
   Otrodried

Procedimiento

To a solution of 5-(benzyloxy)-2-(hydroxymethyl)-4H-pyran-4-one (93.4 g, 401 mmol) in 2.6 L of acetone was added 400 mL of Jone's reagent (2.45 M) at 0° C. The reaction was warmed to room temperature, and the mixture was stirred overnight. The solid was removed by filtration, and the filtrate was concentrated. The concentrated residue was poured into water. The resulting white solid was collected and washed with water and dried to obtain 5-(benzyloxy)-4-oxo-4H-pyran-2-carboxylic acid. 1H NMR δ (400 MHz, d6-DMSO): 8.34 (s, 1H), 7.42-7.33 (m, 5H), 6.91(s, 1H), 4.95 (s, 2H).

Fuente