Sodium Hydroxide → (4-Methoxy-3-methylpyridin-2-yl)methanol

HRID 1623574Notes

Reaction equation

HRID 1623574 reaction equation
C([O:4][CH2:5][C:6]1[C:11]([CH3:12])=[C:10]([O:13][CH3:14])[CH:9]=[CH:8][N:7]=1)(=O)C.[OH-].[Na+]>C1(C)C=CC=CC=1>[OH:4][CH2:5][C:6]1[C:11]([CH3:12])=[C:10]([O:13][CH3:14])[CH:9]=[CH:8][N:7]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 105840092-acetoxymethyl-3-methyl-4-methoxy-pyridine

Product 1

HCID 10844583(4-Methoxy-3-methylpyridin-2-yl)methanolYield 46%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

15.8 g of 2-acetoxymethyl-3-methyl-4-methoxy-pyridine was added dropwise to a 25% aqueous solution of sodium hydroxide, and the mixture was allowed to react for one hour at room temperature. Subsequently, the reaction liquid was diluted with toluene, and then the toluene phase was washed with water, dried over anhydrous magnesium sulfate, and then concentrated, to obtain 5.7 g of 2-hydroxymethyl-3-methyl-4-methoxy-pyridine as an oily matter.

Workup

  1. customto react for one hour at room temperature
  2. customSubsequently, the reaction liquid
  3. washthe toluene phase was washed with water
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-ce669b66d5a641eea14f7f2c28c79a05
Source dataset
uspto-grants-2014_07
Patent number
US08778975B2

Reaction notes

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