HCID 70362511, compound → HCID 54064958, compound

HRID 2073536Notes

Reaction equation

HRID 2073536 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][C:8]([CH:12]=[CH:13][C:14]3[CH:15]=[C:16]([CH:20]([S:35][CH2:36][CH2:37][C:38]([O:40]C)=[O:39])[CH:21]([C:23]4[CH:24]=[C:25]([CH:32]=[CH:33][CH:34]=4)[O:26][CH2:27][C:28]([O:30]C)=[O:29])[OH:22])[CH:17]=[CH:18][CH:19]=3)=[N:9]2)=[CH:4][CH:3]=1>[OH-].[Na+]>[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][C:8]([CH:12]=[CH:13][C:14]3[CH:15]=[C:16]([CH:20]([S:35][CH2:36][CH2:37][C:38]([OH:40])=[O:39])[CH:21]([C:23]4[CH:24]=[C:25]([CH:32]=[CH:33][CH:34]=4)[O:26][CH2:27][C:28]([OH:30])=[O:29])[OH:22])[CH:17]=[CH:18][CH:19]=3)=[N:9]2)=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 70362511HCID 70362511, compound

Product 1

HCID 54064958HCID 54064958, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

To an ethanolic solution (100 mL) of the diester from Step F (0.01 mol) is added 1N sodium hydroxide solution (30 mL). This mixture is stirred at ambient temperature until all of the diester is converted to the diacid. The product is isolated and purified by first removing the solvent then resuspending the solidified residue in water. This basic suspension is then made acid (pH 4 to 5) with dilute hydrogen chloride solution and the resulting solid isolated by filtration and air dried. This is then purified further by recrystallization to obtain pure 3-[2-(3-(2-(7-chloroquinolin-2-yl)ethenyl)phenyl)-1-hydroxy-2-((2-carboxyethyl)thio)ethyl]phenoxyacetic acid.

Workup

  1. customThe product is isolated
  2. custompurified
  3. customby first removing the solvent
  4. customthe resulting solid isolated by filtration and air
  5. customdried
  6. customThis is then purified further by recrystallization

Sources & evidence

ORD record
ord-8bdb3f04bb61441387afa4ba1820d4d8
Source dataset
uspto-grants-1990_04
Patent number
US04918081

Reaction notes

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