Hydrochloric Acid → 3-Chloro-4-fluorobenzoic acid

HRID 635543

Reaction equation

HRID 635543 reaction equation
C[C:2]([C:4]1[CH:9]=[CH:8][C:7]([F:10])=[C:6]([Cl:11])[CH:5]=1)=[O:3].Br[O-].[Na+].S([O-])(O)=[O:16].[Na+].Cl>>[Cl:11][C:6]1[CH:5]=[C:4]([CH:9]=[CH:8][C:7]=1[F:10])[C:2]([OH:3])=[O:16]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 5204223'-Chloro-4'-fluoroacetophenoneHCID 23665763Sodium BisulfiteHCID 23673712Sodium hypobromite

Product 1

HCID 5209893-Chloro-4-fluorobenzoic acidYield 74%

Procedure

The 3-chloro-4-fluoroacetophenone is then reacted with an aqueous solution of sodium hypobromite, the aqeuous phase is treated with sodium hydrogensulfite and acidified with hydrochloric acid, and the precipitated product is recrystallized from benzene. 3-Chloro-4-fluorobenzoic acid obtained in a yield of 74%.

Workup

  1. customthe precipitated product is recrystallized from benzene

Sources & evidence

ORD record
ord-d546c0be93c5496da77831fb43df7de5
Source dataset
uspto-grants-2001_02
Patent number
US06187952B1

Linked notes

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