Hydrogen Bromide → 4-Chloro-2-hydroxyphenylacetic acid

HRID 910872Notes

Reaction equation

HRID 910872 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([OH:11])=[O:10])=[C:4]([O:12]C)[CH:3]=1.Br>C(O)(=O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([OH:11])=[O:10])=[C:4]([OH:12])[CH:3]=1

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 146755682-(4-Chloro-2-methoxyphenyl)acetic acid

Product 1

HCID 1338254-Chloro-2-hydroxyphenylacetic acid

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

4-chloro-2-methoxy-benzeneacetic acid (1.4 g), HBr (25 ml), acetic acid (5 ml) were refluxed for 48 h then evaporated under reduced pressure. The residue was azeotroped with toluene and triturated with diethyl ether and isohexane. Yield 0.56 g.

Workup

  1. customthen evaporated under reduced pressure
  2. customThe residue was azeotroped with toluene
  3. customtriturated with diethyl ether and isohexane

Sources & evidence

ORD record
ord-aec44375af674c33840c44931fe1fa8a
Source dataset
uspto-grants-2011_09
Patent number
US08022248B2

Reaction notes

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