Sodium sulfate decahydrate → (6-Methoxypyridin-2-yl)methanol

HRID 79293Notes

Reaction equation

HRID 79293 reaction equation
[CH3:1][O:2][C:3]1[N:8]=[C:7]([C:9](OC)=[O:10])[CH:6]=[CH:5][CH:4]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3].O.O.O.O.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Na+].[Na+]>CCOCC>[CH3:1][O:2][C:3]1[N:8]=[C:7]([CH2:9][OH:10])[CH:6]=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 62649Sodium sulfate decahydrateHCID 16218333Methyl 6-methoxypyridine-2-carboxylateHCID 21226445Aluminium lithium hydride

Product 1

HCID 12325389(6-Methoxypyridin-2-yl)methanolYield 86.9%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To methyl 6-methoxypicolinate (4.65 g, 27.8 mmol) in Et2O (100 mL) was added LAH (1.06 g). The reaction mixture was stirred for 4 hours. Celite (10 g) was added, followed by sodium sulfate-decahydrate (5 g). The reaction mixture was filtered and concentrated to provide the desired product (3.36 g).

Workup

  1. additionCelite (10 g) was added
  2. filtrationThe reaction mixture was filtered
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-b27c41fc331140c3b665b704143aa163
Source dataset
uspto-grants-2014_09
Patent number
US08841455B2

Reaction notes

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