Reaction #1687622

Reaction equation

12

2-Methyl-5-(3-pyridyl)-2H-tetrazole

hydrogen chloride

→

title product

Yield 26.0%

2-Methyl-(3-piperidyl)-2H-tetrazole, hydrochloride

Yield 26.0%

Solvents

acetone

ether

Conditions

Workup

1. 1
   Otheruntil acidic reaction
2. 2
   FiltrationThe precipitate was filtered off
3. 3
   Otherdried
4. 4
   workup.DISSOLUTIONdissolved in methanol (25 ml)
5. 5
   workup.ADDITION5% palladium on charcoal (0.6 g) was added
6. 6
   FiltrationThe catalyst was filtered off
7. 7
   Otherthe filtrate was evaporated to dryness
8. 8
   OtherCrystallization from ethanol

Procedure

To a solution of 12 (1.93 g, 0.012 mol) in acetone (50 ml) was added hydrogen chloride in ether until acidic reaction. The precipitate was filtered off, dried, and dissolved in methanol (25 ml). 5% palladium on charcoal (0.6 g) was added, and the mixture was shaked overnight under 3 atm. of hydrogen pressure. The catalyst was filtered off and the filtrate was evaporated to dryness. Crystallization from ethanol yielded 0.63 g (0.0031 mol, 26%) of title product M.P. 168°-172° C. Anal. (C7H14ClN5) C, H, N.

Source