Sodium Hydroxide → HCID 25054206, compound

HRID 715369Notes

Reaction equation

HRID 715369 reaction equation
[F:1][C:2]([F:17])([F:16])[CH2:3][CH2:4][O:5][C:6]1[CH:15]=[CH:14][C:9]([C:10]([O:12]C)=[O:11])=[CH:8][N:7]=1.[OH-].[Na+]>CO>[F:17][C:2]([F:1])([F:16])[CH2:3][CH2:4][O:5][C:6]1[CH:15]=[CH:14][C:9]([C:10]([OH:12])=[O:11])=[CH:8][N:7]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 66802967HCID 66802967, compound

Product 1

HCID 25054206HCID 25054206, compoundYield 88.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of methyl 6-(3,3,3-trifluoropropoxy)nicotinate (1.37 g, 5.50 mmol, Step-1) in methanol (30 mL) is added 2 M sodium hydroxide (5 mL), and stirred for 2 hours at 60° C. After removal of the solvent, the residue is dissolved in water (30 mL) and acidified with conc. hydrochloric acid (pH 2). The resulting white precipitate is collected by filtration and dried to give 1.15 g (86% yield) of the title compound as white solid.

Workup

  1. customAfter removal of the solvent
  2. dissolutionthe residue is dissolved in water (30 mL)
  3. filtrationThe resulting white precipitate is collected by filtration
  4. customdried

Sources & evidence

ORD record
ord-2e7ec0beaedc43839fd49d13407d9828
Source dataset
uspto-grants-2015_11
Patent number
US09187475B2

Reaction notes

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