Hydroxyamine hydrochloride → {3-[4-Amino-2-(2-oxo-oxazolidin-3-ylmethyl)-phenoxy]-4-methoxy-phenyl}-acetic acid ethyl ester

HRID 885380Notes

Reaction equation

HRID 885380 reaction equation
[CH2:1]([O:3][C:4](=[O:42])[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]([N:21]=C(C3C=CC=CC=3)C3C=CC=CC=3)=[CH:17][C:16]=2[CH2:35][N:36]2[CH2:40][CH2:39][O:38][C:37]2=[O:41])[CH:7]=1)[CH3:2].Cl.NO.C([O-])(=O)C.[K+]>CO>[CH2:1]([O:3][C:4](=[O:42])[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]([NH2:21])=[CH:17][C:16]=2[CH2:35][N:36]2[CH2:40][CH2:39][O:38][C:37]2=[O:41])[CH:7]=1)[CH3:2]

Participants

5

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 517044Potassium AcetateHCID 58237453{3-[4-(Benzhydrylidene-amino)-2-(2-oxo-oxazolidin-3-ylmethyl)-phenoxy]-4-methoxy-phenyl}-acetic acid ethyl ester

Product 1

HCID 58237507{3-[4-Amino-2-(2-oxo-oxazolidin-3-ylmethyl)-phenoxy]-4-methoxy-phenyl}-acetic acid ethyl ester

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To {3-[4-(benzhydrylidene-amino)-2-(2-oxo-oxazolidin-3-ylmethyl)-phenoxy]-4-methoxy-phenyl}-acetic acid ethyl ester (2.2 mmol) in MeOH was added hydroxylamine hydrochloride (4.4 mmol) and potassium acetate (4.4 mmol), and the reaction was stirred overnight. The mixture was worked-up, and the crude material was purified by silica gel chromatography to give the title compound.

Workup

  1. customthe crude material was purified by silica gel chromatography

Sources & evidence

ORD record
ord-7e1ca6d59a614d62b1ff3e4e38eeda43
Source dataset
uspto-grants-2012_08
Patent number
US08242145B2

Reaction notes

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