Methanol → HCID 57742528, compound

HRID 2266427Notes

Reaction equation

HRID 2266427 reaction equation
C[O:2][C:3](=[O:28])[CH2:4][C:5]1[CH:14]=[C:13]([CH3:15])[CH:12]=[C:11]2[C:6]=1[C:7]([CH3:27])=[C:8]([CH2:19][C:20]1[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][CH:21]=1)[C:9]([O:16][CH2:17][CH3:18])=[N:10]2.CO.[OH-].[Li+]>O>[Cl:26][C:23]1[CH:22]=[CH:21][C:20]([CH2:19][C:8]2[C:9]([O:16][CH2:17][CH3:18])=[N:10][C:11]3[C:6]([C:7]=2[CH3:27])=[C:5]([CH2:4][C:3]([OH:28])=[O:2])[CH:14]=[C:13]([CH3:15])[CH:12]=3)=[CH:25][CH:24]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 3939Lithium HydroxideHCID 68780406HCID 68780406, compound

Product 1

HCID 57742528HCID 57742528, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of [3-(4-chlorobenzyl)-2-ethoxy-4,7-dimethylquinolin-5-yl]acetic acid methyl ester (0.10 g), methanol (2.0 mL), saturated aqueous lithium hydroxide solution (0.20 mL) and water (0.4 mL) was stirred at 50° C. for 5 hours. The methanol was removed under reduced pressure and the residue acidified by the addition of trifluoroacetic acid. The resulting precipitate was collected by filtration, washed with water and dried to afford title compound as a white solid, 0.095 g.

Workup

  1. customThe methanol was removed under reduced pressure
  2. additionthe residue acidified by the addition of trifluoroacetic acid
  3. filtrationThe resulting precipitate was collected by filtration
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-213a2bf95d0d400ab536c353eb36e7f9
Source dataset
uspto-grants-2010_12
Patent number
US07858640B2

Reaction notes

Loading…