2-Benzyl-7-methyl-2,7-diazaspiro[4.4]nonane Dihydrochloride → 2-Methyl-2,7-diazaspiro[4.4]nonane dihydrochloride

HRID 464976Notes

Reaction equation

HRID 464976 reaction equation
[ClH:1].Cl.[CH3:3][N:4]1[CH2:8][CH2:7][C:6]2([CH2:12][CH2:11][N:10](CC3C=CC=CC=3)[CH2:9]2)[CH2:5]1>CO.[Pd]>[ClH:1].[ClH:1].[CH3:3][N:4]1[CH2:8][CH2:7][C:6]2([CH2:12][CH2:11][NH:10][CH2:9]2)[CH2:5]1

Participants

4

Reactant 1

HCID 28688372-Benzyl-7-methyl-2,7-diazaspiro[4.4]nonane Dihydrochloride

Product 1

HCID 134918062-Methyl-2,7-diazaspiro[4.4]nonane dihydrochloride

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 2-methyl-7-(phenylmethyl)-2,7-diazaspiro[4.4]nonane dihydrochloride in 150 ml of methanol with 1.0 g 20% palladium on carbon catalyst was hydrogenated at 50 psi for two days. After filtration, the filtrate was concentrated to a thick syrup which crystallized on addition of acetonitrile to give 11.50 g of 2-methyl-2,7-diazaspiro[4.4]nonane dihydrochloride, softened at 164° C. and melted at 168°-170° C.

Workup

  1. filtrationAfter filtration
  2. concentrationthe filtrate was concentrated to a thick syrup which
  3. customcrystallized on addition of acetonitrile

Sources & evidence

ORD record
ord-cea3407a8182413fa92390a14df97262
Source dataset
uspto-grants-1985_10
Patent number
US04550103

Reaction notes

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