Hydrogen Bromide → HCID 13386245, compound

HRID 647446Notes

Reaction equation

HRID 647446 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[C:7]([O:12][C:13]3[CH:18]=[CH:17][C:16]([O:19]C)=[CH:15][CH:14]=3)[N:8]=[CH:9]2)=[CH:4][CH:3]=1.Br.O.C(=O)([O-])[O-].[Na+].[Na+]>C(O)(=O)C>[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[C:7]([O:12][C:13]3[CH:14]=[CH:15][C:16]([OH:19])=[CH:17][CH:18]=3)[N:8]=[CH:9]2)=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 260Hydrogen BromideHCID 962WaterHCID 10340Sodium CarbonateHCID 133862447-Chloro-3-(4-methoxyphenoxy)isoquinoline

Product 1

HCID 13386245HCID 13386245, compoundYield 90.7%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

7-Chloro-3-(4-methoxyphenoxy)isoquinoline (3.50 g) was refluxed in a mixture of acetic acid (25 ml) and a solution of hydrogen bromide (25 ml, 48%) for 3 hrs. The mixture was cooled, poured into water, neutralized with sodium carbonate and extracted with ethyl acetate. The extract was washed thoroughly with water, dried (MgSO4) and evaporated to give 4-[(7-chloroisoquinolin-3-yl)oxy]phenol (3.02 g) as brown solid, mp 190° C.

Workup

  1. temperatureThe mixture was cooled
  2. extractionextracted with ethyl acetate
  3. washThe extract was washed thoroughly with water
  4. dry with materialdried (MgSO4)
  5. customevaporated

Sources & evidence

ORD record
ord-a7badf5ce5ce4463ab5496a2ce67a1b9
Source dataset
uspto-grants-1983_10
Patent number
US04409017

Reaction notes

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