HCID 73444864, compound → HCID 18519342, compound

HRID 2304412Notes

Reaction equation

HRID 2304412 reaction equation
[BrH:1].Br.[CH3:3][NH:4][CH2:5][CH:6]=[CH:7][CH2:8][NH:9][CH3:10]>CO.CC(O)C.O.[Pd]>[BrH:1].[BrH:1].[CH3:3][NH:4][CH2:5][CH2:6][CH2:7][CH2:8][NH:9][CH3:10]

Participants

6

Reactant 1

HCID 73444864HCID 73444864, compound

Product 1

HCID 18519342HCID 18519342, compoundYield 181.5%

Reagents, catalysts & solvents 4

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 962WaterSolventHCID 3776IsopropanolSolvent

Procedure

N,N′-dimethyl-2-butene-1,4-diamine dihydrobromide 73 (35 g) dissolved in a mixture of MeOH (600 ml), i-PrOH (50 ml) and water (100 ml) was hydrogenated in the presence of 10% Pd/C (4 g) at 30 psi for 18 h. The reaction mixture was filtered and the filtrate was concentrated to give N,N′-dimethylputrescine dihydrobromide 74 (32 g) as a white solid.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-260ac20fd3584dbdbbd58fdeebc38422
Source dataset
uspto-grants-2002_08
Patent number
US06436919B1

Reaction notes

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