2-Ethyl-7-(phenylmethyl)-2,7-diazaspiro[4.4]nonane dihydrochloride → 2-Ethyl-2,7-diazaspiro[4.4]nonane dihydrochloride

HRID 464977Notes

Reaction equation

HRID 464977 reaction equation
[ClH:1].Cl.[CH2:3]([N:5]1[CH2:9][CH2:8][C:7]2([CH2:13][CH2:12][N:11](CC3C=CC=CC=3)[CH2:10]2)[CH2:6]1)[CH3:4]>CO.[Pd]>[ClH:1].[ClH:1].[CH2:3]([N:5]1[CH2:9][CH2:8][C:7]2([CH2:13][CH2:12][NH:11][CH2:10]2)[CH2:6]1)[CH3:4]

Participants

4

Reactant 1

HCID 134918102-Ethyl-7-(phenylmethyl)-2,7-diazaspiro[4.4]nonane dihydrochloride

Product 1

HCID 134918112-Ethyl-2,7-diazaspiro[4.4]nonane dihydrochlorideYield 195.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 9.50 g (0.030 mole) 2-ethyl-7-(phenylmethyl)-2,7-diazaspiro[4.4]nonane dihydrochloride in 100 ml methanol was hydrogenated with 1.0 g 20% palladium on carbon catalyst at 50 psi for 22 hours. After filtration, the solution was concentrated to a syrup and crystallized from acetonitrile to afford 6.66 g of 2-ethyl-2,7-diazaspiro[4.4]nonane dihydrochloride, mp 168°-172° C.

Workup

  1. filtrationAfter filtration
  2. concentrationthe solution was concentrated to a syrup
  3. customcrystallized from acetonitrile

Sources & evidence

ORD record
ord-44e7876d4e274b3c9b9f554d85f9bff3
Source dataset
uspto-grants-1985_10
Patent number
US04550103

Reaction notes

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