Hydrogen Bromide → 4-(6-Chloro-2-pyridinyloxy)phenol

HRID 1679347Notes

Reaction equation

HRID 1679347 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([O:8][C:9]2[CH:14]=[CH:13][C:12]([O:15]C)=[CH:11][CH:10]=2)[N:3]=1.Br>O>[Cl:1][C:2]1[N:3]=[C:4]([O:8][C:9]2[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][CH:10]=2)[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 11459000HCID 11459000, compound

Product 1

HCID 146736064-(6-Chloro-2-pyridinyloxy)phenol

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 11 grams of 2-chloro-6-(4-methoxyphenoxy)pyridine, prepared above in Example IX and 100 milliliters of 48 percent hydrobromic acid was heated at reflux overnight. The reaction mixture was cooled and diluted with water. The 4-((6-chloro-2-pyridyl)oxy)phenol separated out as a yellow crystalline solid which was isolated by filtration. The product was recovered in a yield of 10 grams (97 percent of theoretical) and melted at 125°-130° C.

Workup

  1. temperaturewas heated
  2. temperatureat reflux overnight
  3. temperatureThe reaction mixture was cooled
  4. customThe 4-((6-chloro-2-pyridyl)oxy)phenol separated out as a yellow crystalline solid which
  5. customwas isolated by filtration
  6. customThe product was recovered in a yield of 10 grams (97 percent of theoretical) and melted at 125°-130° C.

Sources & evidence

ORD record
ord-e3b9a1603a1e4237ba2c01fe5fe5519c
Source dataset
uspto-grants-1978_03
Patent number
US04080443

Reaction notes

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