HCID 20497520, compound → Ethyl 4-(4-aminobutyl)piperazine-1-carboxylate

HRID 2166923Notes

Reaction equation

HRID 2166923 reaction equation
[C:1]([CH2:3][CH2:4][CH2:5][N:6]1[CH2:11][CH2:10][N:9]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH2:8][CH2:7]1)#[N:2]>N.C(O)C.[Rh]>[NH2:2][CH2:1][CH2:3][CH2:4][CH2:5][N:6]1[CH2:7][CH2:8][N:9]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH2:10][CH2:11]1

Participants

5

Reactant 1

HCID 20497520HCID 20497520, compound

Product 1

HCID 20497516Ethyl 4-(4-aminobutyl)piperazine-1-carboxylateYield 32.7%

Reagents, catalysts & solvents 3

HCID 23948RhodiumCatalystHCID 222AmmoniaSolventHCID 702EthanolSolvent

Procedure

60 g of ethyl 4-(3-cyanopropyl)-piperazine-1-carboxylate were dissolved in a 10% w/w solution of ammonia in ethanol and 6 g of 5% rhodium on alumina were added thereto. The mixture was cooled to room temperature and filtered. The filtrate was evaporated to dryness under vacuum and the residual oil was distilled under reduced pressure to obtain 20 g of ethyl 4-(4-aminobutyl)-piperazine-1-carboxylate with a boiling point of 126°-130° C. at 0.15 to 0.2 mm Hg.

Workup

  1. additionwere added
  2. filtrationfiltered
  3. customThe filtrate was evaporated to dryness under vacuum
  4. distillationthe residual oil was distilled under reduced pressure

Sources & evidence

ORD record
ord-febb1e1e9fd94a0aae15d11aa63c7d03
Source dataset
uspto-grants-1983_06
Patent number
US04390697

Reaction notes

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