Hydrochloric Acid → HCID 67571971, compound

HRID 363797Notes

Reaction equation

HRID 363797 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5](C=O)=[CH:4][C:3]=1[OH:11].[OH-:12].[Na+].OO.Cl>>[Br:1][C:2]1([OH:12])[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][CH:3]1[OH:11]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 784Hydrogen PeroxideHCID 14798Sodium HydroxideHCID 53730253HCID 53730253, compound

Product 1

HCID 67571971HCID 67571971, compound

Procedure

A stirred solution of 25.0 grams (0.106 mole) of 2-bromo-4-chloro-5-formylphenol in 106 mL (0.106 mole) of aqueous 1N sodium hydroxide was warmed to about 50° C., and 150 mL (0.133 mole) of aqueous 3% hydrogen peroxide was added dropwise. Upon completion of addition, the reaction mixture was allowed to cool to ambient temperature as it stirred for about 18 hours. After this time, the reaction mixture was made acidic with aqueous 6N hydrochloric acid. The mixture was then filtered to collect a solid. The solid was washed with water and dried under vacuum, yielding 21.2 grams of 2-bromo-4-chlorocatechol. The NMR spectrum was consistent with the proposed structure.

Workup

  1. additionUpon completion of addition
  2. filtrationThe mixture was then filtered
  3. customto collect a solid
  4. washThe solid was washed with water
  5. customdried under vacuum

Sources & evidence

ORD record
ord-4b9c23650b6648eca90e131fefd2bba7
Source dataset
uspto-grants-1999_02
Patent number
US05874579

Reaction notes

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