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

HRID 978578Notes

Reaction equation

HRID 978578 reaction equation
[ClH:1].Cl.[CH2:3]([N:10]1[CH2:14][CH2:13][C:12]2([CH2:18][CH2:17][N:16](CC)[CH2:15]2)[CH2:11]1)[C:4]1C=CC=CC=1>CO.[Pd]>[ClH:1].[ClH:1].[CH2:3]([N:10]1[CH2:14][CH2:13][C:12]2([CH2:18][CH2:17][NH:16][CH2:15]2)[CH2:11]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-benzyl-7-ethyl-2,7-diazaspiro[4.4]nonane dihydrochloride in 100 ml methanol was hydrogenated with 1.0 g 20% palladium on carbon catalyst at 4.5×105Pa for 22 hours. After filtration, the solution was concentrated to a syrup and crystallized from acetonitrile to afford 6.66 g of the title compound, 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-5023f42a5eac4769825a5d486d409eb6
Source dataset
uspto-grants-1987_05
Patent number
US04665079

Reaction notes

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