Hydrochloric Acid → HCID 68781732, compound

HRID 2265965Notes

Reaction equation

HRID 2265965 reaction equation
C[O:2][C:3](=[O:18])[CH:4]=[CH:5][C:6]1[CH:7]=[N:8][C:9]([O:16][CH3:17])=[CH:10][C:11]=1[C:12]([F:15])([F:14])[F:13].[Li+].[OH-].Cl>C1COCC1>[CH3:17][O:16][C:9]1[N:8]=[CH:7][C:6]([CH:5]=[CH:4][C:3]([OH:18])=[O:2])=[C:11]([C:12]([F:15])([F:14])[F:13])[CH:10]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 68786094HCID 68786094, compound

Product 1

HCID 68781732HCID 68781732, compoundYield 89.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 3-(6-methoxy-4-trifluoromethylpyridin-3-yl)-acrylic acid methyl ester (trans isomer, 59 mg, 0.23 mmol) in THF (2 mL) was added 1 N LiOH (2 mL). The mixture was stirred at room temperature for 2 hours, acidified to pH 5 with 3 N HCl, and extracted with EtOAc. The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure to yield 3-(6-methoxy-4-trifluoromethylpyridin-3-yl)acrylic acid (50 mg, 89.6%) as a solid.

Workup

  1. extractionextracted with EtOAc
  2. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-501cddb4d655449c943313b4101d7dea
Source dataset
uspto-grants-2010_12
Patent number
US07858621B2

Reaction notes

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