Ammonia → HCID 22112999, compound

HRID 864557Notes

Reaction equation

HRID 864557 reaction equation
[Cl:1][C:2]1[C:11]2[C:6](=[C:7]([O:12]C)[CH:8]=[CH:9][CH:10]=2)[N:5]=[C:4]([CH2:14][CH3:15])[CH:3]=1.N>Br>[Cl:1][C:2]1[C:11]2[C:6](=[C:7]([OH:12])[CH:8]=[CH:9][CH:10]=2)[N:5]=[C:4]([CH2:14][CH3:15])[CH:3]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 22113061HCID 22113061, compound

Product 1

HCID 22112999HCID 22112999, compoundYield 83.5%

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent

Procedure

A solution of 4-chloro-2-ethyl-8-methoxyquinoline (4.0 g) in 48% hydrobromic acid (80 ml) was refluxed for 2 days. The mixture was adjusted to pH 12 with 28% ammonia solution. The precipitate was collected by vacuum filtration, and was washed with water and hexane to give 4-chloro-2-ethyl-8-hydroxyquinoline (3.13 g) as crystals.

Workup

  1. filtrationThe precipitate was collected by vacuum filtration
  2. washwas washed with water and hexane

Sources & evidence

ORD record
ord-43a5cb8255674411ad908159555cf98d
Source dataset
uspto-grants-1996_10
Patent number
US05563162

Reaction notes

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