Réaction #350757

Équation de réaction

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

Rendement 51.8%

Solvants

chloroform

Conditions de réaction

Traitement

1. 1
   workup.DISTILLATIONThe solvent was distilled off
2. 2
   ExtractionThe residue was extracted with chloroform
3. 3
   Lavagewashed
4. 4
   Autredried
5. 5
   Autresubjected to solvent removal by distilation
6. 6
   AutreThe residue was purified by silica gel column chromatography (eluent: chloroform/methanol=99/1)
7. 7
   Autrerecrystallized from ethyl acetate

Mode opératoire

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.

Source