HCID 10727480, compound → HCID 22318622, compound

HRID 497046Notes

Reaction equation

HRID 497046 reaction equation
[Cl:1][C:2]1[C:3]([OH:14])=[C:4]([CH:9]=[C:10]([O:12]C)[CH:11]=1)[C:5]([O:7]C)=[O:6]>Br>[Cl:1][C:2]1[C:3]([OH:14])=[C:4]([CH:9]=[C:10]([OH:12])[CH:11]=1)[C:5]([OH:7])=[O:6]

Participants

3

Reactant 1

HCID 10727480HCID 10727480, compound

Product 1

HCID 22318622HCID 22318622, compound

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent

Conditions

Temperature
85 °C

Procedure

9.95 g of methyl 3-chloro-2-hydroxy-5-methoxybenzoate were taken up in 300 ml of hydrobromic acid (48% strength in water). 1.79 g of red phosphorus were added, and the mixture was then stirred at 85° C. for 15 hours. After cooling, the reaction mixture was poured into about 1 liter of ice-cold water and extracted with ethyl acetate. The crude product obtained after drying and concentration of the ethyl acetate phase was used for the next step without further purification.

Workup

  1. temperatureAfter cooling
  2. extractionextracted with ethyl acetate

Sources & evidence

ORD record
ord-bf5d529888404af4902917727b9556a9
Source dataset
uspto-grants-2005_09
Patent number
US06949551B2

Reaction notes

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