HCID 68814924, compound → HCID 68815082, compound

HRID 732521Notes

Reaction equation

HRID 732521 reaction equation
C([O:3][C:4](=[O:23])[C:5]1[CH:17]=[C:16]([CH2:18][O:19][CH:20]([CH3:22])[CH3:21])[CH:15]=[C:7]([C:8]([N:10]([CH3:14])[CH2:11][CH2:12][CH3:13])=[O:9])[CH:6]=1)C>[OH-].[Na+].CO>[CH:20]([O:19][CH2:18][C:16]1[CH:15]=[C:7]([C:8]([N:10]([CH3:14])[CH2:11][CH2:12][CH3:13])=[O:9])[CH:6]=[C:5]([CH:17]=1)[C:4]([OH:23])=[O:3])([CH3:22])[CH3:21]

Participants

4

Reactant 1

HCID 68814924HCID 68814924, compound

Product 1

HCID 68815082HCID 68815082, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

Dissolve the crude 5-isopropoxymethyl-N-methyl-N-propyl-isophthalamic acid ethyl ester (0.23 mmol) in 5 N NaOH (1 mL) and methanol (2 mL). Stir at room temperature for 15 min, concentrate methanol and redissolve the residue in water (20 mL). Wash with diethyl ether (2×10 mL), acidify the aqueous layer with 5 N HCl to about pH=1. Extract with dichloromethane to give the title compound.

Workup

  1. concentrationconcentrate methanol
  2. dissolutionredissolve the residue in water (20 mL)
  3. washWash with diethyl ether (2×10 mL)
  4. extractionExtract with dichloromethane

Sources & evidence

ORD record
ord-ec3a6461183c475788d6721ee99c8fe9
Source dataset
uspto-grants-2009_09
Patent number
US07585885B2

Reaction notes

Loading…