(1,4-diazepan-1-yl)(furan-2-yl)methanone → (1,4-Diazepan-1-yl)(oxolan-2-yl)methanone

HRID 354812Notes

Reaction equation

HRID 354812 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]([N:8]1[CH2:14][CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1)=[O:7]>[Rh].C(O)C>[O:1]1[CH2:5][CH2:4][CH2:3][CH:2]1[C:6]([N:8]1[CH2:14][CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1)=[O:7]

Participants

4

Reactant 1

HCID 12694336(1,4-diazepan-1-yl)(furan-2-yl)methanone

Product 1

HCID 13100546(1,4-Diazepan-1-yl)(oxolan-2-yl)methanone

Reagents, catalysts & solvents 2

HCID 23948RhodiumCatalystHCID 702EthanolSolvent

Procedure

N-(2-Furoyl)homopiperazine (33.0 g.) in 200 ml. of ethanol was hydrogenated over 5% rhodium-on-carbon catalyst at three atmospheres pressure. The catalyst was removed by filtration and the product distilled to give the desired product, B.P. 135° at 1 mm.

Workup

  1. customThe catalyst was removed by filtration
  2. distillationthe product distilled

Sources & evidence

ORD record
ord-52064a5f0b7744a1bfc854a0c8935f0d
Source dataset
uspto-grants-1983_03
Patent number
US04377581

Reaction notes

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