반응 #80981

반응 방정식

lithium aluminum hydride

ethyl 2-(4-morpholinyl)thiazole-4-carboxylate

→

desired compound

수율 61.1%

2-(4-Morpholinyl)-4-(hydroxymethyl)thiazole

수율 61.1%

용매

toluene

THF

THF

반응 조건

후처리

1. 1
   기타quenched cautiously with aqueous Rochelle's salts
2. 2
   workup.ADDITIONdiluted with chloroform
3. 3
   여과filtered
4. 4
   농축concentrated in vacuo

실험 절차

A solution of 7.0 ml (7.0 immol) of lithium aluminum hydride in toluene was diluted with 10 ml of THF, cooled to 0° C., and treated with a solution of 1.7 g (7.0 mmol) of ethyl 2-(4-morpholinyl)thiazole-4-carboxylate in 25 ml of THF. The resulting solution was stirred for 1 h, quenched cautiously with aqueous Rochelle's salts, diluted with chloroform, filtered, dired over Na2SO4, and concentrated in vacuo. Silica gel chromatography using 2-4% methanol in chloroform provided 856 mg (61%) of the desired compound, Rf 0.16 (4% methanol in chloroform). 1H NMR (CDCl3) δ2.44 (br, 1H), 3.46 (t, J=5 Hz, 4H), 3.81 (t, J=5 Hz, 1H), 4.55 (br s, 2H), 6.45 (s, 1H). Mass spectrum: (M+H)+ =200.

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