Lithium Hydroxide → 2-ethylpyridin-3-ol

HRID 1523635Notes

Reaction equation

HRID 1523635 reaction equation
C([O:4][C:5]1[C:6]([CH2:11][CH3:12])=[N:7][CH:8]=[CH:9][CH:10]=1)(=O)C.[Li+].[OH-]>C(O)C>[CH2:11]([C:6]1[C:5]([OH:4])=[CH:10][CH:9]=[CH:8][N:7]=1)[CH3:12]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 671213462-Ethylpyridin-3-yl acetate

Product 1

HCID 38372322-ethylpyridin-3-olYield 64.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 2-ethylpyridin-3-yl acetate (5.1 g, 31 mmol) in ethanol (50 mL) was added 3M LiOH (50 mL, 150 mmol). The reaction mixture stirred at ambient temperature for 30 minutes. The mixture was concentrated to dryness and purified over silica gel (10% MeOH in CH2Cl2) to afford 2-ethylpyridin-3-ol (2.5 g, 20 mmol).

Workup

  1. concentrationThe mixture was concentrated to dryness
  2. custompurified over silica gel (10% MeOH in CH2Cl2)

Sources & evidence

ORD record
ord-99474cf0dc324389b84f2a607b9bc360
Source dataset
uspto-grants-2015_07
Patent number
US09079890B2

Reaction notes

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