HCID 68814471, compound → HCID 68814662, compound

HRID 732527Notes

Reaction equation

HRID 732527 reaction equation
C([O:3][C:4](=[O:21])[C:5]1[CH:17]=[C:16]([CH2:18][O:19][CH3:20])[CH:15]=[C:7]([C:8]([N:10]([CH3:14])[CH2:11][CH2:12][CH3:13])=[O:9])[CH:6]=1)C>[OH-].[Na+].O>[CH3:20][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:21])=[O:3]

Participants

4

Reactant 1

HCID 68814471HCID 68814471, compound

Product 1

HCID 68814662HCID 68814662, compoundYield 93%

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 14798Sodium HydroxideSolvent

Procedure

Dissolve the crude 5-methoxymethyl-N-methyl-N-propyl-isophthalamic acid ethyl ester (3.9 mmol) in 5 N NaOH (2 mL) and water (10 mL). Stir at room temperature for 30 min. Dilute with water (20 mL). Wash with dichloromethane, and acidify the aqueous layer with 5 N HCl to about pH=2. Extract with dichloromethane and concentrate to give the title compound (0.96 g, 93%). MS (ES): m/z=266 [M+H].

Workup

  1. washWash with dichloromethane
  2. extractionExtract with dichloromethane
  3. concentrationconcentrate

Sources & evidence

ORD record
ord-957650ae5a1e43a69d3ac76141466989
Source dataset
uspto-grants-2009_09
Patent number
US07585885B2

Reaction notes

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