Hydroxyamine hydrochloride → HCID 86260137, compound

HRID 1462873Notes

Reaction equation

HRID 1462873 reaction equation
Cl.[NH2:2][OH:3].[OH:4][CH2:5][CH:6]1[O:10][C:9](=[O:11])[N:8]([C:12]2[CH:17]=[CH:16][C:15]([C:18](=O)[CH3:19])=[CH:14][CH:13]=2)[CH2:7]1>N1C=CC=CC=1.C(O)C>[OH:4][CH2:5][CH:6]1[O:10][C:9](=[O:11])[N:8]([C:12]2[CH:17]=[CH:16][C:15]([C:18](=[N:2][OH:3])[CH3:19])=[CH:14][CH:13]=2)[CH2:7]1

Participants

4

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 15591326HCID 15591326, compound

Product 1

HCID 86260137HCID 86260137, compoundYield 86.7%

Reagents, catalysts & solvents 1

HCID 21975839Pyridine ethanolSolvent

Procedure

Hydroxylamine hydrochloride (5 g) was added to a solution of 5 g 5-hydroxymethyl-3-(4-acetylphenyl)-2-oxazolidinone in 40 ml of 1:1 pyridine/ethanol. The mixture was stirred at reflux under nitrogen for 4 hours. After cooling to room temperature, the mixture was evaporated and the residue was triturated with water and dilute aqueous hydrochloric acid and collected. Recrystallization from aqueous ethanol gave 4.61 g pure 5-hydroxymethyl-3-[4-(1-hydroxyiminoethyl)phenyl]-2-oxazolidinone, m.p. 189.5°-190° C.

Workup

  1. temperatureat reflux under nitrogen for 4 hours
  2. customthe mixture was evaporated
  3. customthe residue was triturated with water and dilute aqueous hydrochloric acid
  4. customcollected
  5. customRecrystallization from aqueous ethanol

Sources & evidence

ORD record
ord-184536d9e958494eb738a1e1a05f9fb1
Source dataset
uspto-grants-1984_07
Patent number
US04461773

Reaction notes

Loading…