Formic Acid → HCID 67252161, compound

HRID 912581Notes

Reaction equation

HRID 912581 reaction equation
C[O:2][C:3]([C:5]1[C:9]([CH3:10])=[C:8]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[C:17]([F:20])([F:19])[F:18])[N:7]([CH3:21])[CH:6]=1)=[O:4].[OH-].[Na+].C(O)=O>CO.O>[CH3:21][N:7]1[C:8]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[C:17]([F:19])([F:20])[F:18])=[C:9]([CH3:10])[C:5]([C:3]([OH:4])=[O:2])=[CH:6]1

Participants

6

Reactant 3

HCID 284Formic AcidHCID 14798Sodium HydroxideHCID 67253051HCID 67253051, compound

Product 1

HCID 67252161HCID 67252161, compoundYield 90.4%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution of 1,4-dimethyl-5-(2-trifluoromethyl-phenyl)-1H-pyrrole-3-carboxylic acid methyl ester (2.5 g, 8.4 mmol) in MeOH (20 mL) was added 4N NaOH (10 mL) and the mixture was heated to reflux overnight. Evaporation of solvent gave a solid, which was re-dissolved in water. The solution was acidified with formic acid. The resulting solids were collected by filtration, washed with water and then dried under high vacuum to afford the title compound as an off-white solid (2.15 g, 90%). MS (ES): 284 (MH+).

Workup

  1. temperaturethe mixture was heated
  2. temperatureto reflux overnight
  3. customEvaporation of solvent
  4. customgave a solid, which
  5. filtrationThe resulting solids were collected by filtration
  6. washwashed with water
  7. customdried under high vacuum

Sources & evidence

ORD record
ord-0ed749bdbc9f41ab8b66d1d039d816ae
Source dataset
uspto-grants-2011_09
Patent number
US08026237B2

Reaction notes

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