HCID 21835245, compound → 4-PYRIDINEPENTANOL

HRID 1741274Notes

Reaction equation

HRID 1741274 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([C:7]#[C:8][CH2:9][CH2:10][CH2:11][OH:12])=[CH:3][CH:2]=1>C(O)C.[OH-].[Pd+2].[OH-]>[N:1]1[CH:6]=[CH:5][C:4]([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][OH:12])=[CH:3][CH:2]=1

Participants

4

Reactant 1

HCID 21835245HCID 21835245, compound

Product 1

HCID 6428094-PYRIDINEPENTANOLYield 91.6%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

5-(4-Pyridyl)pent-4-yn-1-ol (3.41 g) prepared according to the procedure described above was dissolved in ethanol (30 ml) and hydrogenated over palladium hydroxide catalyst (0.300 g) at 45 psi for 3 h. The catalyst was filtered and the ethanol evaporated in vacuo to yield the title product as a colourless oil (3.2 g). 1H NMR (250 MHz, CDCl3) δ 1.40-1.45 (2H, m), 1.47-1.80 (4H, m), 2.00 (1H br s), 2.62 (2H, t), 3.64 (2H, t), 7.10 (2H, d), 8.45 (2H, d).

Workup

  1. filtrationThe catalyst was filtered
  2. customthe ethanol evaporated in vacuo

Sources & evidence

ORD record
ord-9d4eea79bbf4405f8991d3f10ec8cbdb
Source dataset
uspto-grants-1999_10
Patent number
US05973156

Reaction notes

Loading…