Lithium Hydroxide → HCID 57742492, compound

HRID 2266435Notes

Reaction equation

HRID 2266435 reaction equation
C[O:2][C:3](=[O:26])[CH2:4][C:5]1[CH:14]=[CH:13][C:12]([Cl:15])=[C:11]2[C:6]=1[C:7]([CH3:25])=[C:8]([CH2:17][C:18]1[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=1)[C:9]([CH3:16])=[N:10]2.[OH-].[Li+]>CO>[Cl:15][C:12]1[CH:13]=[CH:14][C:5]([CH2:4][C:3]([OH:26])=[O:2])=[C:6]2[C:11]=1[N:10]=[C:9]([CH3:16])[C:8]([CH2:17][C:18]1[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=1)=[C:7]2[CH3:25]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 68784276HCID 68784276, compound

Product 1

HCID 57742492HCID 57742492, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of [8-chloro-3-(4-chlorobenzyl)-2,4-dimethylquinolin-5-yl]acetic acid methyl ester (0.11 g), methanol (5.0 mL) and 1.0 M aqueous lithium hydroxide solution (0.84 mL) was stirred at room temperature for 17 hours. The solvent was removed under reduced pressure and the residue diluted with water. The pH of the mixture was adjusted to 3-4 by the addition of 1.0 M aqueous hydrochloric acid and the resulting precipitate collected by filtration and washed with water. Crystallisation from industrial methylated spirits gave title compound as a white solid, 0.056 g.

Workup

  1. customThe solvent was removed under reduced pressure
  2. additionthe residue diluted with water
  3. additionThe pH of the mixture was adjusted to 3-4 by the addition of 1.0 M aqueous hydrochloric acid
  4. filtrationthe resulting precipitate collected by filtration
  5. washwashed with water
  6. customCrystallisation from industrial methylated spirits

Sources & evidence

ORD record
ord-b90a12953b6946aca02953adf116bfd6
Source dataset
uspto-grants-2010_12
Patent number
US07858640B2

Reaction notes

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