4-(Isoquinolin-4-yl)but-3-yn-1-ol → (E)-4-(4-isoquinolinyl)-3-buten-1-ol

HRID 1110483Notes

Reaction equation

HRID 1110483 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([C:11]#[C:12][CH2:13][CH2:14][OH:15])=[CH:3][N:2]=1>C(O)C.[Pd]>[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](/[CH:11]=[CH:12]/[CH2:13][CH2:14][OH:15])=[CH:3][N:2]=1

Participants

4

Reactant 1

HCID 106317934-(Isoquinolin-4-yl)but-3-yn-1-ol

Product 1

HCID 14750832(E)-4-(4-isoquinolinyl)-3-buten-1-olYield 96.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 3.4 g of 4-(4-isoquinolinyl)-3-butyn-1-ol in 35 mL of ethanol was hydrogenated over 0.35 g of 10% Pd/C at room temperature and atmospheric pressure for 5 hours. The catalyst was removed by filtration and the filtrate was evaporated to yield 3.3 g of (E)-4-(4-isoquinolinyl)-3- buten-1-ol as an oil.

Workup

  1. customThe catalyst was removed by filtration
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-07633d54f1d448a3a3da154d3802c948
Source dataset
uspto-grants-1990_12
Patent number
US04975438

Reaction notes

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