Reacción #350757

Ecuación de reacción

2-(3,4-dimethoxybenzoyl)-4-(3,4-dihydroxycarbostyril-6-yl)thiazole

sodium boron hydride

→

2-[1-(3,4-dimethoxyphenyl)-1-hydroxymethyl]-4-(3,4-dihydroxycarbostyril-6-yl)thiazole

Rendimiento 51.8%

Disolventes

chloroform

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.DISTILLATIONThe solvent was distilled off
2. 2
   ExtracciónThe residue was extracted with chloroform
3. 3
   Lavadowashed
4. 4
   Otrodried
5. 5
   Otrosubjected to solvent removal by distilation
6. 6
   OtroThe residue was purified by silica gel column chromatography (eluent: chloroform/methanol=99/1)
7. 7
   Otrorecrystallized from ethyl acetate

Procedimiento

In 6 ml of chloroform was dissolved 100 mg of 2-(3,4-dimethoxybenzoyl)-4-(3,4-dihydroxycarbostyril-6-yl)thiazole. Thereto was added sodium boron hydride at room temperature, and the mixture was stirred for 1 hour at the same temperature. The solvent was distilled off. The residue was extracted with chloroform. The extract was water-washed, dried and then subjected to solvent removal by distilation. The residue was purified by silica gel column chromatography (eluent: chloroform/methanol=99/1) and then recrystallized from ethyl acetate to obtain 52 mg of 2-[1-(3,4-dimethoxyphenyl)-1-hydroxymethyl]-4-(3,4-dihydroxycarbostyril-6-yl)thiazole as light brown prismatic crystals.

Fuente