Sodium Hydroxide → HCID 18801618, compound

HRID 1422835Notes

Reaction equation

HRID 1422835 reaction equation
C[O:2][C:3](=[O:21])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([O:10][C:11]2[CH:16]=[CH:15][C:14]([C:17]([F:20])([F:19])[F:18])=[CH:13][N:12]=2)[CH:5]=1.[OH-].[Na+]>CO.C1COCC1.O>[F:19][C:17]([F:18])([F:20])[C:14]1[CH:15]=[CH:16][C:11]([O:10][C:6]2[CH:5]=[C:4]([CH:9]=[CH:8][CH:7]=2)[C:3]([OH:21])=[O:2])=[N:12][CH:13]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 18801617HCID 18801617, compound

Product 1

HCID 18801618HCID 18801618, compound

Reagents, catalysts & solvents 1

HCID 21892291Methanol tetrahydrofuran waterSolvent

Procedure

A mixture of 3-(5-trifluoromethyl-pyridin-2-yloxy)-benzoic acid methyl ester (285 g, 0.95 mmol) and NaOH (200 mg, 4 mmol) in methanol:THF:water (1:1:1, 3 mL) was stirred at room temperature for 8 h. Solvents were evaporated. Crude mass was taken in water (20 mL), acidified to pH 4.0 and extracted with ethyl acetate to obtain 3-(5-trifluoromethyl-pyridin-2-yloxy)-benzoic acid was prepared (215 mg).

Workup

  1. customSolvents were evaporated
  2. extractionextracted with ethyl acetate

Sources & evidence

ORD record
ord-bf1a58e04db54fc5929d38465162fe5d
Source dataset
uspto-grants-2015_01
Patent number
US08927549B2

Reaction notes

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