Diethyl Ether → HCID 54266973, compound

HRID 1900866Notes

Reaction equation

HRID 1900866 reaction equation
[Br:1][CH2:2][CH:3]1[O:17][C:6]2=[C:7]3[C:12](=[C:13]([CH3:15])[CH:14]=[C:5]2[CH2:4]1)[NH:11][C:10](=[O:16])[CH:9]=[CH:8]3.[H][H].CCOCC>C(O)(=O)C.[Pd]>[Br:1][CH2:2][CH:3]1[O:17][C:6]2=[C:7]3[C:12](=[C:13]([CH3:15])[CH:14]=[C:5]2[CH2:4]1)[NH:11][C:10](=[O:16])[CH2:9][CH2:8]3

Participants

6

Reactant 3

HCID 3283Diethyl EtherHCID 233696452-Bromomethyl-5-methyl-2,3,6,7-tetrahydrofuro[2,3-f]quinoline-7-oneHCID 178418361HCID 178418361, compound

Product 1

HCID 54266973HCID 54266973, compoundYield 78.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

2-Bromomethyl-5-methyl-2,3,6,7-tetrahydrofuro[2,3-f]quinoline-7-one (4.0 g, 13.6 mmol) was dissolved in acetic acid (100 ml). To the resultant solution, 10% palladium-on-carbon (4 g) was added, followed by stirring at 70° C. for 7 hours in the stream of hydrogen. The palladium-on-carbon was filtered off, and the filtrate was condensed under reduced pressure. Ether was added to the residue, obtaining 3.15 g of the title compound as a colorless solid (78.2%).

Workup

  1. filtrationThe palladium-on-carbon was filtered off
  2. customcondensed under reduced pressure

Sources & evidence

ORD record
ord-64120f62af03454dbecaaf1eb07af6a4
Source dataset
uspto-grants-1996_11
Patent number
US05576324

Reaction notes

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