Reaktion #350783

Reaktionsgleichung

2-(3,4- diethoxyphenyl)-4-(3-methoxycarbonyl-4-hydroxy-5-formylphenyl)thiazole

sodium boron hydride

sodium boron hydride

→

2-(3,4-diethoxyphenyl)-4-(3-methoxycarbonyl-4-hydroxy-5-hydroxymethylphenyl)-thiazole

Ausbeute 99.5%

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGThe mixture was stirred at room temperature for 1 hour
2. 2
   workup.STIRRINGthe resulting mixture was stirred at the same temperature for 1 hour
3. 3
   SonstigeThe solvent was removed from the reaction mixture by distillation
4. 4
   workup.ADDITIONTo the residue were added
5. 5
   Sonstige30 ml of dichloromethane and 15 ml of water, and phase separation
6. 6
   WaschenThe organic layer was washed with 10 ml of a saturated aqueous sodium chloride solution
7. 7
   Sonstigedried
8. 8
   workup.DISTILLATIONsubjected to distillation
9. 9
   Sonstigeto remove the solvent

Vorschrift

In 20 ml of methanol was suspended 300 mg of 2-(3,4- diethoxyphenyl)-4-(3-methoxycarbonyl-4-hydroxy-5-formylphenyl)thiazole with stirring. Threto was added 26.5 mg of sodium boron hydride at 0° C. The mixture was stirred at room temperature for 1 hour. 26.5 mg of sodium boron hydride was further added, and the resulting mixture was stirred at the same temperature for 1 hour. The solvent was removed from the reaction mixture by distillation. To the residue were added 30 ml of dichloromethane and 15 ml of water, and phase separation was conducted. The organic layer was washed with 10 ml of a saturated aqueous sodium chloride solution, dried and subjected to distillation to remove the solvent to obtain 300 mg of 2-(3,4-diethoxyphenyl)-4-(3-methoxycarbonyl-4-hydroxy-5-hydroxymethylphenyl)-thiazole.

Quelle