Lithium Hydroxide → HCID 67240551, compound

HRID 880466Notes

Reaction equation

HRID 880466 reaction equation
[OH-].[Li+].[CH3:3][O:4][CH2:5][C:6]1[N:10]([CH3:11])[C:9]([C:12](=[O:18])[C:13]([O:15]CC)=[O:14])=[C:8]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:7]=1>CO>[CH3:3][O:4][CH2:5][C:6]1[N:10]([CH3:11])[C:9]([C:12](=[O:18])[C:13]([OH:15])=[O:14])=[C:8]([C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)[CH:7]=1

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 67239217HCID 67239217, compound

Product 1

HCID 67240551HCID 67240551, compoundYield 67.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Lithium hydroxide (170 mg, 4.04 mmol) was added to a solution of ethyl 2-[5-(methoxymethyl)-1-methyl-3-phenyl-pyrrol-2-yl]-2-oxo-acetate (600 mg, 1.90 mmol) in methanol (20 mL) and stirred for 3 h at ambient temperature. The mixture was concentrated in vacuo and the residue dissolved in water and acidified with acetic acid. The mixture was extracted with ethyl acetate, the organic layer washed with brine, dried over anhydrous sodium sulphate and concentrated in vacuo to afford 2-[5-(methoxymethyl)-1-methyl-3-phenyl-pyrrol-2-yl]-2-oxo-acetic acid (350 mg, 64%) as a solid.

Workup

  1. concentrationThe mixture was concentrated in vacuo
  2. dissolutionthe residue dissolved in water
  3. extractionThe mixture was extracted with ethyl acetate
  4. washthe organic layer washed with brine
  5. dry with materialdried over anhydrous sodium sulphate
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-a77e03d59f9f4d9c8369d6358c1c3dc6
Source dataset
uspto-grants-2015_03
Patent number
US08993574B2

Reaction notes

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