Acetic Acid → 4-Chloro-1-naphthol

HRID 224306

Reaction equation

HRID 224306 reaction equation
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([O:12]C)=[CH:4][CH:3]=1.C(O)(=O)C.Br>O>[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([OH:12])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 260Hydrogen BromideHCID 6060381-Chloro-4-methoxynaphthalene

Product 1

HCID 117874-Chloro-1-naphthol

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The known compound 1-chloro-4-methoxynaphthalene is dissolved in 150 ml. of acetic acid and 150 ml. of 48 percent hydrobromic acid, and the mixture is heated at its reflux temperature for two hours. The mixture is diluted with 200 ml. of water and cooled to provide 1-chloro-4-hydroxynaphthalene as a crystalline solid.

Workup

  1. temperaturereflux temperature for two hours
  2. additionThe mixture is diluted with 200 ml

Sources & evidence

ORD record
ord-75bb562052a04de6b8ce245d5a3a77fa
Source dataset
uspto-grants-1980_11
Patent number
US04231965

Linked notes

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