Hydrochloric Acid → HCID 68814780, compound

HRID 732561Notes

Reaction equation

HRID 732561 reaction equation
C[O:2][C:3](=[O:22])[C:4]1[CH:16]=[C:15](C(=O)C(C)C)[CH:14]=[C:6]([C:7]([N:9]([CH3:13])[CH2:10][CH2:11][CH3:12])=[O:8])[CH:5]=1.[OH-:23].[Na+].Cl>CO>[C:3]([C:5]1[C:6]([C:7]([N:9]([CH3:13])[CH2:10][CH2:11][CH3:12])=[O:8])=[CH:14][CH:15]=[CH:16][C:4]=1[C:3]([OH:2])=[O:22])(=[O:23])[CH:4]([CH3:16])[CH3:5]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 68814779HCID 68814779, compound

Product 1

HCID 68814780HCID 68814780, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Dissolve 5-isobutyryl-N-methyl-N-propyl-isophthalamic acid methyl ester (50 mg, 0.16 mmol) in methanol (3 mL) and add dropwise 2 N NaOH (0.16 mL). Stir the mixture at room temperature for 6 h, store overnight at 4° C. and acidify to about pH=6 by 5 N HCl. Concentrate to near dryness and dilute the residue with ethyl acetate. Wash with saturated aqueous sodium chloride solution and extract the organic layer, dry (magnesium sulfate) and concentrate to give the title compound.

Workup

  1. waitstore overnight at 4° C.
  2. concentrationConcentrate
  3. additiondilute the residue with ethyl acetate
  4. washWash with saturated aqueous sodium chloride solution
  5. extractionextract the organic layer
  6. dry with materialdry (magnesium sulfate)
  7. concentrationconcentrate

Sources & evidence

ORD record
ord-2eb32b244a384d9fb7c9d3798f9a92d3
Source dataset
uspto-grants-2009_09
Patent number
US07585885B2

Reaction notes

Loading…