Lithium Hydroxide → HCID 57742509, compound

HRID 2266432Notes

Reaction equation

HRID 2266432 reaction equation
C[O:2][C:3](=[O:26])[CH2:4][C:5]1[CH:14]=[C:13]([CH3:15])[CH:12]=[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:24][C:21]1[CH:20]=[CH:19][C:18]([CH2:17][C:8]2[C:9]([CH3:16])=[N:10][C:11]3[C:6]([C:7]=2[CH3:25])=[C:5]([CH2:4][C:3]([OH:26])=[O:2])[CH:14]=[C:13]([CH3:15])[CH:12]=3)=[CH:23][CH:22]=1

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 68781569HCID 68781569, compound

Product 1

HCID 57742509HCID 57742509, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of [3-(4-chlorobenzyl)-2,4,7-trimethylquinolin-5-yl]acetic acid methyl ester (0.10 g), methanol (2.0 mL) and 4.0 M aqueous lithium hydroxide solution (2.0 mL) was stirred at room temperature for 2 hours. The methanol was removed under reduced pressure and the pH of the residue adjusted to 5-6 by the addition of saturated aqueous sodium dihydrogenphosphate solution. The resulting mixture was extracted with ethyl acetate and the combined extracts dried over magnesium sulfate and the solvent removed under reduced pressure. Trituration of the residue with acetonitrile gave title compound, 0.010 g.

Workup

  1. customThe methanol was removed under reduced pressure
  2. additionthe pH of the residue adjusted to 5-6 by the addition of saturated aqueous sodium dihydrogenphosphate solution
  3. extractionThe resulting mixture was extracted with ethyl acetate
  4. dry with materialthe combined extracts dried over magnesium sulfate
  5. customthe solvent removed under reduced pressure

Sources & evidence

ORD record
ord-68a9eceef38d4331a9cb588c2b985aeb
Source dataset
uspto-grants-2010_12
Patent number
US07858640B2

Reaction notes

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