Water → HCID 178517755, compound

HRID 2078393Notes

Reaction equation

HRID 2078393 reaction equation
[Br:1]Br.[Cl:3][C:4]1[CH:5]=[CH:6][C:7]([OH:10])=[N:8][CH:9]=1.C(OCC)(=O)C.O>C(O)(=O)C>[Br:1][C:6]1[C:7]([OH:10])=[N:8][CH:9]=[C:4]([Cl:3])[CH:5]=1

Participants

6

Reactant 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 24408BromineHCID 1785160645-chloropyridin-2-ol

Product 1

HCID 178517755HCID 178517755, compoundYield 36%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

At room temperature, bromine (1.2 mL, 24 mmol) was added dropwise to a solution of 5-chloro-2-pyridinol (2.9 g, 20 mmol) in glacial acetic acid (25 mL). After stirred at room temperature overnight, ethyl acetate and water were added. The organic layer was washed with water, dried and concentrated. The residue was triturated with diethyl ether and the precipitate was filtered and dried to give the title compound (1.5 g).

Workup

  1. washThe organic layer was washed with water
  2. customdried
  3. concentrationconcentrated
  4. customThe residue was triturated with diethyl ether
  5. filtrationthe precipitate was filtered
  6. customdried

Sources & evidence

ORD record
ord-4bebac7452284017b5e9ad3a1fdc0836
Source dataset
uspto-grants-2011_04
Patent number
US07928233B2

Reaction notes

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