Reaktion #1687623

Reaktionsgleichung

charcoal

57

1-Methyl-3-(3-pyridyl)-1,2,4-triazole

sodium borohydride

→

59

1-Methyl-3(1-methyl-1,2,5,6-tetrahydro-3-pyridyl)-1,2,4-triazole

Lösungsmittel

sodium chloride

methanol

ether

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeprepared from 57 by the procedure
2. 2
   SonstigeEvaporation in vacuo
3. 3
   Sonstigegive a red oil which
4. 4
   ExtraktionExtraction with 4×100 ml of dichloromethane
5. 5
   Trocknendrying of the organic phase over magnesium sulfate, and evaporation in vacuo
6. 6
   Sonstigegave a red oil
7. 7
   FiltrationFiltration and evaporation

Vorschrift

A suspension of 6.3 g (0.020 mol) of the methiodide of 57 (prepared from 57 by the procedure described in Example 1) in 75 ml of methanol was cooled to -10° C., and 1.0 g (0.026 mol) of sodium borohydride was added. When the gas evolution had ceased, the mixture was stirred for 3 h at room temperature. Evaporation in vacuo give a red oil which was dissolved in 100 ml of a saturated sodium chloride solution. Extraction with 4×100 ml of dichloromethane, drying of the organic phase over magnesium sulfate, and evaporation in vacuo gave a red oil. The oil was dissolved in 50 ml of ether and stirred with charcoal. Filtration and evaporation gave the base of 59 as a colorless oil, 58. Yield: 1.6 g (0.009 mol, 45%). A 0.5 g portion of 58 was converted to the title compound. M.P. 181°-183° C. Anal. (C11H16N4O2) C, H, N.

Quelle