Reaktion #579077

Reaktionsgleichung

Potassium sodium tartrate tetrahydrate

Water

1-benzyl-1H-[1,2,4]triazole-3-carboxylic acid cyclohexylamide

oxychloride

LiAlH4

→

(1-benzyl-1H-[1,2,4]triazol-3-ylmethyl)-cyclohexyl-amine

hydrochloric acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   EinengenThe solution was then concentrated
2. 2
   workup.ADDITIONToluene was added
3. 3
   Sonstigeevaporated
4. 4
   workup.DISSOLUTIONThe residue was dissolved in THF (100 mL)
5. 5
   Sonstigeto return to room temperature
6. 6
   Sonstigeto terminate
7. 7
   Sonstigethe reaction
8. 8
   FiltrationThe solution was filtered
9. 9
   Waschento wash the filter cake
10. 10
    EinengenThe filtrate was concentrated
11. 11
    workup.ADDITIONHCl (1.0 M) in diethyl ether was added
12. 12
    SonstigeThe resulting precipitate was collected
13. 13
    Sonstigerecrystallized from acetone/methanol

Vorschrift

A solution of 1-benzyl-1H-[1,2,4]triazole-3-carboxylic acid cyclohexylamide (3.63 g, 12.8 mmol) in phosphosphorus oxychloride (10 mL) was heated at 70° C. for 4 hours. The solution was then concentrated. Toluene was added and then evaporated. The residue was dissolved in THF (100 mL). The solution was cooled to 0° C., and LiAlH4 (1.0 M in THF, 25.6 mL, 25.6 mmol) was added slowly into the solution. The solution was allowed to return to room temperature and then stirred for 1 hour. Potassium sodium tartrate tetrahydrate (5 g) was added. Water was added slowly to terminate the reaction. The solution was filtered and ethyl acetate was used to wash the filter cake. The filtrate was concentrated. HCl (1.0 M) in diethyl ether was added. The resulting precipitate was collected and recrystallized from acetone/methanol to yield (1-benzyl-1H-[1,2,4]triazol-3-ylmethyl)-cyclohexyl-amine as its corresponding hydrochloric acid salt, as a white solid.

Quelle