4-(3-Quinolinyl)-3-butyn-1-ol → HCID 15166840, compound

HRID 892465Notes

Reaction equation

HRID 892465 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[C:3]([C:11]#[C:12][CH2:13][CH2:14][OH:15])[CH:2]=1>[Pd].C(O)C>[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[C:3]([CH2:11][CH2:12][CH2:13][CH2:14][OH:15])[CH:2]=1

Participants

4

Reactant 1

HCID 106317924-(3-Quinolinyl)-3-butyn-1-ol

Product 1

HCID 15166840HCID 15166840, compoundYield 99.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 4-(3-quinolinyl)-3-butyn-1-ol (17.0 g, 0.086 mol) is hydrogenated over palladium on carbon (1.0 g) in ethanol (400 mL) at room temperature. After the catalyst is filtered, the solvent is removed under reduced pressure to give 17.3 g of a brown oil. The oil is chromatographed (silica gel, 2% methanol/98% dichloromethane) to give 13.5 g of the title compound as a yellow oil.

Workup

  1. filtrationAfter the catalyst is filtered
  2. customthe solvent is removed under reduced pressure

Sources & evidence

ORD record
ord-817ef0262076456996e6fcdc56c699f2
Source dataset
uspto-grants-1992_06
Patent number
US05118691

Reaction notes

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