Hydrochloric Acid → HCID 68817814, compound

HRID 1436693Notes

Reaction equation

HRID 1436693 reaction equation
C[O:2][C:3](=[O:25])[C:4]1[CH:16]=[C:15]([C:17](=[O:24])[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:14]=[C:6]([C:7]([N:9]([CH3:13])[CH2:10][CH2:11][CH3:12])=[O:8])[CH:5]=1.[OH-].[Li+].Cl>CO>[C:17]([C:15]1[CH:14]=[C:6]([C:7]([N:9]([CH3:13])[CH2:10][CH2:11][CH3:12])=[O:8])[CH:5]=[C:4]([CH:16]=1)[C:3]([OH:25])=[O:2])(=[O:24])[C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 68814475HCID 68814475, compound

Product 1

HCID 68817814HCID 68817814, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Dissolve 5-benzoyl-N-methyl-N-propyl-isophthalamic acid methyl ester (60 mg, 0.17 mmol) in methanol (4 mL). Add dropwise 1 N lithium hydroxide (0.23 mL) and stir overnight at room temperature. Acidify the mixture to about pH=6 by 5 N HCl and concentrate to near dryness. Dilute the residue with ethyl acetate and wash with saturated aqueous sodium chloride solution, dry (magnesium sulfate) and concentrate to give the title compound (83%).

Workup

  1. concentrationconcentrate to near dryness
  2. additionDilute the residue with ethyl acetate
  3. washwash with saturated aqueous sodium chloride solution
  4. dry with materialdry (magnesium sulfate)
  5. concentrationconcentrate

Sources & evidence

ORD record
ord-1f0dd17c6e0c4fb6946c30dff0f9d249
Source dataset
uspto-grants-2009_11
Patent number
US07618978B2

Reaction notes

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