HCID 19611661, compound → HCID 19611702, compound

HRID 1602409Notes

Reaction equation

HRID 1602409 reaction equation
[Cl:1][C:2]1[C:10]2[O:9][CH:8]=[CH:7][C:6]=2[C:5]([CH2:11][CH2:12][CH2:13][NH:14][C:15](=[O:17])[CH3:16])=[CH:4][CH:3]=1>C(O)C.[Rh]>[Cl:1][C:2]1[C:10]2[O:9][CH2:8][CH2:7][C:6]=2[C:5]([CH2:11][CH2:12][CH2:13][NH:14][C:15](=[O:17])[CH3:16])=[CH:4][CH:3]=1

Participants

4

Reactant 1

HCID 19611661HCID 19611661, compound

Product 1

HCID 19611702HCID 19611702, compoundYield 77.7%

Reagents, catalysts & solvents 2

HCID 23948RhodiumCatalystHCID 702EthanolSolvent

Procedure

A solution of N-[3-(7-chloro-benzofuran-4-yl)-propyl]-acetamide (48 mg) in ethanol (15 ml) was hydrogenated over rhodium catalyst (5% on carbon; 15 mg) over 7 h. The catalyst was filtered off and the filtrate evaporated. The residue was purified by column chromatography, eluting with dichloromethane/methanol 50:1 gave the title compound as a colourless solid (37.6 mg) mp 76-78°

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe filtrate evaporated
  3. customThe residue was purified by column chromatography
  4. washeluting with dichloromethane/methanol 50:1

Sources & evidence

ORD record
ord-3cfd8b8f836646eb9a8afb54b3322b51
Source dataset
uspto-grants-1999_11
Patent number
US05981572

Reaction notes

Loading…