Sodium Hydroxide → [(2-Bromopyridin-3-yl)oxy]acetic acid

HRID 1649786Notes

Reaction equation

HRID 1649786 reaction equation
[Br:1][C:2]1[C:7]([O:8][CH2:9][C:10]([O:12]C)=[O:11])=[CH:6][CH:5]=[CH:4][N:3]=1.[OH-].[Na+]>CO>[Br:1][C:2]1[C:7]([O:8][CH2:9][C:10]([OH:12])=[O:11])=[CH:6][CH:5]=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 54136818HCID 54136818, compound

Product 1

HCID 19854782[(2-Bromopyridin-3-yl)oxy]acetic acidYield 99%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl [(2-bromo-3-pyridinyl)oxy]acetate (3 g) was stirred with 2N sodium hydroxide (30 ml) in methanol (30 ml) for 2 h. The solution was neutralised to pH 7 by portionwise addition of dowex (50) H+ methanol washed resin pH 7. The resin was filtered off, and the solution was concentrated in vacuo to give the title compound as a white solid (2.8 g), m.p. 172°-174°.

Workup

  1. filtrationThe resin was filtered off
  2. concentrationthe solution was concentrated in vacuo

Sources & evidence

ORD record
ord-ca5c232f7a594055a8822cb67a241835
Source dataset
uspto-grants-1990_05
Patent number
US04921867

Reaction notes

Loading…