2-{p-[(3,5-Dichloro-2-pyridyl)oxy]phenoxy}propionaldehyde → Sodium 2-{p-[(3,5-dichloro-2-pyridyl)oxy]phenoxy}-1-hydroxy-1-propanesulfonate

HRID 1108945Notes

Reaction equation

HRID 1108945 reaction equation
[Cl:1][C:2]1[C:3]([O:9][C:10]2[CH:20]=[CH:19][C:13]([O:14][CH:15]([CH3:18])[CH:16]=[O:17])=[CH:12][CH:11]=2)=[N:4][CH:5]=[C:6]([Cl:8])[CH:7]=1.[S:21](=[O:24])([OH:23])[O-:22].[Na+:25]>CO.O>[Cl:1][C:2]1[C:3]([O:9][C:10]2[CH:20]=[CH:19][C:13]([O:14][CH:15]([CH3:18])[CH:16]([OH:17])[S:21]([O-:24])(=[O:23])=[O:22])=[CH:12][CH:11]=2)=[N:4][CH:5]=[C:6]([Cl:8])[CH:7]=1.[Na+:25]

Participants

5

Reactant 2

HCID 157666762-{p-[(3,5-Dichloro-2-pyridyl)oxy]phenoxy}propionaldehydeHCID 23665763Sodium Bisulfite

Product 1

HCID 86746865Sodium 2-{p-[(3,5-dichloro-2-pyridyl)oxy]phenoxy}-1-hydroxy-1-propanesulfonateYield 72.7%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A solution of 2-{p-[(3,5-dichloro-2-pyridyl)-oxy]phenoxy}propionaldehyde (25.38 g, 0.0813 mol) in methanol (300 mL) is added dropwise to a solution of sodium bisulfite (10.2 g, 0.0976 mol) in water (100 mL). The reaction mixture is stirred for 4 days at room temperature and filtered. The filter cake is dried in a vacuum oven overnight to obtain the title product as a white solid (24.6 g, mp 172°-173° C.).

Workup

  1. filtrationfiltered
  2. customThe filter cake is dried in a vacuum oven overnight

Sources & evidence

ORD record
ord-a03f12d046334824bd86357a883f6da6
Source dataset
uspto-grants-1994_06
Patent number
US05318946

Reaction notes

Loading…