HCID 178516396, compound → HCID 178516358, compound

HRID 964993Notes

Reaction equation

HRID 964993 reaction equation
[OH:1][C:2]1[C:11]2[C:6](=[CH:7][C:8](/C=C/C3C=CC=CC=3)=[CH:9][CH:10]=2)[N:5]=[CH:4][CH:3]=1.O[C:21]1C2C(=CC(CCC3C=CC=CC=3)=CC=2)[N:24]=[CH:23][CH:22]=1>C(O)C.[Pd]>[OH:1][C:2]1[C:11]2[C:6](=[C:7]3[C:8](=[CH:9][CH:10]=2)[N:24]=[CH:23][CH:22]=[CH:21]3)[N:5]=[CH:4][CH:3]=1

Participants

4

Reactant 1

HCID 178516396HCID 178516396, compound

Product 1

HCID 178516358HCID 178516358, compoundYield 99.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Preparation 3: Preparation of 4-hydroxy-7-phenethylquinoline trans-4-Hydroxy-7-styrylquinoline (280 mg, 1.13 mmol) obtained in the Preparation 2 was dissolved in ethanol (200 ml), hydrogenated in the presence of 10% palladium on activated carbon (100 mg) and purified through silica gel column chromatography (Wako Gel™ C-200, methylene chloride : methanol=9 : 1) to obtain the titled compound (220mg, 78%).

Workup

  1. customPreparation 3
  2. customobtained in the Preparation 2
  3. custompurified through silica gel column chromatography (Wako Gel™ C-200, methylene chloride : methanol=9 : 1)

Sources & evidence

ORD record
ord-aabddec4650c408a8d622928e28b69ef
Source dataset
uspto-grants-1998_06
Patent number
US05773449

Reaction notes

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