Reacción #821404

ord-c92892ff1c6b426a904d34b8fec3cc2f

Ecuación de reacción

O=c1cc(CO)occ1OCc1ccccc1
5-benzyloxy-2-hydroxymethyl-4-pyrone
O=c1cc(CO)occ1O
Kojic acid
N
ammonia
COc1cc(C(O)C(CO)Oc2ccccc2OC)ccc1O
Erol
O=c1cc(CO)[nH]cc1OCc1ccccc1
5-Benzyloxy-2-hydroxymethyl-1H-pyridin-4-one

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturato reflux overnight
  2. 2
    Filtraciónthen filtered
  3. 3
    LavadoThe resultant solid was washed with ether
  4. 4
    Otrodried in vacuo (5.9 g)

Procedimiento

A mixture of 5-benzyloxy-2-hydroxymethyl-4-pyrone (prepared from Kojic acid by the method of D. Erol, J. Med. Chem., 1994, 29, 893) (9.7 g, 40 mmol), concentrated aqueous (880) ammonia (100 mL), and ethanol (20 mL) was heated to reflux overnight. The mixture was allowed to cool to room temperature then filtered. The resultant solid was washed with ether and dried in vacuo (5.9 g); MS (APCI+) m/z 232 (MH+).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07592334B2uspto-grants-2009_09