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

HRID 620865Notes

Reaction equation

HRID 620865 reaction equation
[ClH:1].Cl.[CH2:3]([N:10]1[CH2:19][CH2:18][C:12]2([CH2:16][N:15](C)[CH2:14][CH2:13]2)[CH2:11]1)C1C=CC=CC=1>CO.[Pd]>[ClH:1].[ClH:1].[CH3:3][N:10]1[CH2:19][CH2:18][C:12]2([CH2:13][CH2:14][NH:15][CH2:16]2)[CH2:11]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 7-benzyl-2-methyl-2,7-diazaspiro [4.4]nonane dihydrochloride in 150 ml of methanol with 1.0 g 20% palladium on carbon catalyst was hydrogenated at 4.5×105 Pa for two days. After filtration, the filtrate was concentrated to a thick syrup which crystallized on addition of acetonitrile to give 11.5 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-d5597769da764f92ac4d176496e0f633
Source dataset
uspto-grants-1989_04
Patent number
US04822801

Reaction notes

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