Sodium Hydroxide → HCID 25054206, compound

HRID 623457Notes

Reaction equation

HRID 623457 reaction equation
[OH-].[Na+].[F:3][C:4]([F:19])([F:18])[CH2:5][CH2:6][O:7][C:8]1[CH:17]=[CH:16][C:11]([C:12]([O:14]C)=[O:13])=[CH:10][N:9]=1>CO>[F:19][C:4]([F:3])([F:18])[CH2:5][CH2:6][O:7][C:8]1[CH:17]=[CH:16][C:11]([C:12]([OH:14])=[O:13])=[CH:10][N:9]=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

2M sodium hydroxide (5 mL) is added to a solution of methyl 6-(3,3,3-trifluoropropoxy)nicotinate (1.37 g, 5.50 mmol, Step-1) in methanol (30 mL) is 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 a 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-0974710fb6d045528474b1f1213ce9e3
Source dataset
uspto-grants-2016_04
Patent number
US09302991B2

Reaction notes

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