Reaktion #1275307

Reaktionsgleichung

LiAlH4

ethyl 2-(methyl(tetrahydro-2H-pyran-2-yl)amino)thiazole-5-carboxylate

→

(2-(methyl-(tetrahydro-2H-pyran-2-yl)amino)thiazol-5-yl)methanol

Ausbeute 93.0%

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe reaction was quenched slowly by H2O (1 mL), 5% NaOH (3 mL) and again H2O (5 mL)
2. 2
   workup.ADDITIONThen AcOEt was added
3. 3
   TrocknenThe reaction mixture was dried with Na2SO4
4. 4
   Filtrationfiltered through celite
5. 5
   EinengenThe filtrate was concentrated
6. 6
   Sonstigepurified by column chromatography (30%-50% AcOEt/PE gradient)

Vorschrift

LiAlH4 (425 mg, 11.20 mmol) was added to a solution of ethyl 2-(methyl(tetrahydro-2H-pyran-2-yl)amino)thiazole-5-carboxylate (2.02 g, 7.47 mmol) in THF (20 mL) at 0° C. in small portions. After stirring at 0° C. for 30 min, the reaction was quenched slowly by H2O (1 mL), 5% NaOH (3 mL) and again H2O (5 mL). Then AcOEt was added. The reaction mixture was dried with Na2SO4 and filtered through celite. The filtrate was concentrated and purified by column chromatography (30%-50% AcOEt/PE gradient), yielding (2-(methyl-(tetrahydro-2H-pyran-2-yl)amino)thiazol-5-yl)methanol (1.5 g, 93%) as an oil.

Quelle