HCID 21847506, compound → 6-Methyl-2-pyridylpropan-1-ol

HRID 618626

Reaction equation

HRID 618626 reaction equation
[CH3:1][C:2]1[N:7]=[C:6]([CH2:8][C:9]#[C:10][OH:11])[CH:5]=[CH:4][CH:3]=1>CO.O=[Pt]=O>[CH3:1][C:2]1[N:7]=[C:6]([CH2:8][CH2:9][CH2:10][OH:11])[CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 1

HCID 21847506HCID 21847506, compound

Product 1

HCID 1091326-Methyl-2-pyridylpropan-1-olYield 77%

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 887MethanolSolvent

Procedure

3-(6-methyl -2-pyridyl)propyn-1-ol was dissolved in MeOH (100 mL) and PtO2 (0.09 g) was added. The reaction mixture was hydrogenated at 4 atm for 30 min. The catalyst was filtered off and methanol evaporated in vacuo. The orange oily residue (2 g) was purified by column chromatography (silica gel, ethyl acetate) yielding a yellow oil (77%). MS (DCI) (M+H)+ at m/z 152.

Workup

  1. filtrationThe catalyst was filtered off
  2. custommethanol evaporated in vacuo
  3. customThe orange oily residue (2 g) was purified by column chromatography (silica gel, ethyl acetate)

Sources & evidence

ORD record
ord-e5d6e047d2f744598b83c134f1b1aa1e
Source dataset
uspto-grants-1999_09
Patent number
US05955440

Linked notes

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