Lithium Hydroxide → HCID 58237442, compound

HRID 885391Notes

Reaction equation

HRID 885391 reaction equation
C([O:3][C:4](=[O:35])[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][CH3:13])=[C:8]([O:14][C:15]2[CH:20]=[CH:19][C:18]([NH:21][C:22](=[O:27])[C:23]([CH3:26])([CH3:25])[CH3:24])=[CH:17][C:16]=2[CH2:28][N:29]2[CH2:33][CH2:32][O:31][C:30]2=[O:34])[CH:7]=1)C.[Li+].[OH-]>CO.O>[CH3:24][C:23]([CH3:26])([CH3:25])[C:22]([NH:21][C:18]1[CH:19]=[CH:20][C:15]([O:14][C:8]2[CH:7]=[C:6]([CH2:5][C:4]([OH:35])=[O:3])[CH:11]=[CH:10][C:9]=2[O:12][CH3:13])=[C:16]([CH2:28][N:29]2[CH2:33][CH2:32][O:31][C:30]2=[O:34])[CH:17]=1)=[O:27]

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 58237494HCID 58237494, compound

Product 1

HCID 58237442HCID 58237442, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
65 °C

Procedure

{3-[4-(2,2-Dimethyl-propionylamino)-2-(2-oxo-oxazolidin-3-ylmethyl)-phenoxy]-4-methoxy-phenyl}-acetic acid ethyl ester (0.57 mmol) was dissolved in MeOH and H2O, and treated with 1N aqueous LiOH. The reaction was stirred overnight at 65° C., and the mixture was then acidified and extracted with EtOAc. The combined organic layers were dried over MgSO4, filtered, and concentrated, and the residue was purified by preparative HPLC to give the title compound.

Workup

  1. extractionextracted with EtOAc
  2. dry with materialThe combined organic layers were dried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customthe residue was purified by preparative HPLC

Sources & evidence

ORD record
ord-0c2143db74cf416a862260437d5b7f59
Source dataset
uspto-grants-2012_08
Patent number
US08242145B2

Reaction notes

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