Sodium Hydroxide → 4-Butoxy-3-methyl-2-pyridinemethanol

HRID 1623583Notes

Reaction equation

HRID 1623583 reaction equation
C([O:4][CH2:5][C:6]1[C:11]([CH3:12])=[C:10]([O:13][CH2:14][CH2:15][CH2:16][CH3:17])[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][CH2:14][CH2:15][CH2:16][CH3:17])[CH:9]=[CH:8][N:7]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 68469816HCID 68469816, compound

Product 1

HCID 684683474-Butoxy-3-methyl-2-pyridinemethanolYield 75.3%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

13.4 g of 2-acetoxymethyl-3-methyl-4-butoxy-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. The mixture was diluted with toluene, and then the toluene phase was washed with water, dried over anhydrous magnesium sulfate, and then concentrated to dryness, to obtain 8.3 g of 2-hydroxymethyl-3-methyl-4-butoxy-pyridine as an oily matter.

Workup

  1. customto react for one hour at room temperature
  2. washthe toluene phase was washed with water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-34f3a2f9b7204100ae38ffa22b5dcef7
Source dataset
uspto-grants-2014_07
Patent number
US08778975B2

Reaction notes

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