3-Benzyl-8-methyl-3,8-diazabicyclo[3.2.1]octane → 8-Methyl-3,8-diazabicyclo[3.2.1]octane

HRID 645347Notes

Reaction equation

HRID 645347 reaction equation
C([N:8]1[CH2:14][CH:13]2[N:15]([CH3:16])[CH:10]([CH2:11][CH2:12]2)[CH2:9]1)C1C=CC=CC=1.[H][H]>CO.[Pd]>[CH3:16][N:15]1[CH:10]2[CH2:11][CH2:12][CH:13]1[CH2:14][NH:8][CH2:9]2

Participants

5

Reactant 2

HCID 4226713-Benzyl-8-methyl-3,8-diazabicyclo[3.2.1]octaneHCID 178418361HCID 178418361, compound

Product 1

HCID 4229248-Methyl-3,8-diazabicyclo[3.2.1]octane

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a degassed by argon solution of 3-benzyl-8-methyl-3,8-diazabicyclo[3.2.1]octane (17.6 g, 0.08 mol) in methanol (50 ml), 10% Pd/C (1.0 g) was added and hydrogen passed into reaction mixture for 24 h. The catalyst was filtered off, the filtrate evaporated and the residue distilled on Büchi oven for distillation at 100° C. and 0.1 mbar. Yield 8.5 g (85%).

Workup

  1. additionwas added
  2. filtrationThe catalyst was filtered off
  3. customthe filtrate evaporated
  4. distillationthe residue distilled on Büchi oven for distillation at 100° C.

Sources & evidence

ORD record
ord-33a76434fc514e28999509269bd069c3
Source dataset
uspto-grants-2010_04
Patent number
US07704991B2

Reaction notes

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