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

HRID 727805Notes

Reaction equation

HRID 727805 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-f268e2bd1f6b4a5c83bfd087c27237da
Source dataset
uspto-grants-1991_09
Patent number
US05045550

Reaction notes

Loading…