Reacción #1914

ord-854f7af760ec486baf8d4d8df4facea5

Ecuación de reacción

[Na+].[OH-]
sodium hydroxide
Cl.NOCc1ccccc1
O-benzyl hydroxylamine hydrochloride
O=Cc1ncccc1O
2-formyl-3-hydroxypyridine
NOCc1ccccc1
O-benzyl hydroxylamine

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    FiltraciónThe precipitate was then filtered
  2. 2
    Otroair dried

Procedimiento

A solution of O-benzyl hydroxylamine was prepared by dissolving 2 g of sodium hydroxide (0.05 mol) and 8 g of O-benzyl hydroxylamine hydrochloride (0.05 mol) in 50 mL of 50% ethanol-water. To this solution was added 6.15 g of 2-formyl-3-hydroxypyridine (0.05 mol). The mixture was stirred for 3 h at room temperature. The precipitate was then filtered and air dried to yield 10.3 g (90.3%) of pure product; m.p. 64°-65° C. 1H NMR (CDCl3) d: 9.72 (s, 1H, OH); 8.37 (s, 1H, CH=N); 8.13 (d of d, J=2H, J=4Hz, 1H); 7.33 (m, 7H); 5.17 (s, 2H, CH2). Anal. Calcd. for C13H12N2O2 : C, 68.41; H, 5.30; N, 12.27. Found: C, 68.34; H, 5.32; N, 12.21.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05726314uspto-grants-1998_03