Hydrochloric Acid → 3-(6-Bromopyridin-3-yl)prop-2-enoic acid

HRID 1873767Notes

Reaction equation

HRID 1873767 reaction equation
C[O:2][C:3](=[O:13])[CH:4]=[CH:5][C:6]1[CH:7]=[N:8][C:9]([Br:12])=[CH:10][CH:11]=1.[OH-].[Na+].O.Cl>O1CCOCC1>[Br:12][C:9]1[N:8]=[CH:7][C:6]([CH:5]=[CH:4][C:3]([OH:13])=[O:2])=[CH:11][CH:10]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 714275823-(6-Bromopyridin-3-yl)acrylic acid methyl ester

Product 1

HCID 534149813-(6-Bromopyridin-3-yl)prop-2-enoic acid

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

750 mg (3.1 mmol) of 3-(6-bromo-pyridin-3-yl)-acrylic acid methyl ester was dissolved in 30 ml of dioxane and 4.65 ml of a 2 N aqueous sodium hydroxide solution was added. The reaction mixture was stirred at room temperature for 2 h. The reaction solution was poured into water and acidified with concentrated hydrochloric acid, whereupon the product precipitated. The product was isolated by filtration and dried under reduced pressure. Yield: 673 mg.

Workup

  1. customprecipitated
  2. customThe product was isolated by filtration
  3. customdried under reduced pressure

Sources & evidence

ORD record
ord-679c8d006cc14ad783dceebdc9462637
Source dataset
uspto-grants-2012_11
Patent number
US08304438B2

Reaction notes

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