Hydrochloric Acid → HCID 4478874, compound

HRID 1462946Notes

Reaction equation

HRID 1462946 reaction equation
[Br:1][C:2]1[CH:9]=[C:6]([CH:7]=O)[C:5]([OH:10])=[CH:4][CH:3]=1.[CH3:11][O:12][C:13]1[CH:18]=[CH:17][C:16]([C:19](=[O:21])[CH3:20])=[CH:15][CH:14]=1.[OH-].[K+].Cl>C(O)C.O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([OH:10])=[C:6]([CH:7]=[CH:20][C:19]([C:16]2[CH:17]=[CH:18][C:13]([O:12][CH3:11])=[CH:14][CH:15]=2)=[O:21])[CH:9]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 74764'-MethoxyacetophenoneHCID 14797Potassium HydroxideHCID 728635-Bromosalicylaldehyde

Product 1

HCID 4478874HCID 4478874, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

5-Bromosalicylaldehyde (20.1 g) and p-methoxyacetophenone (15.0 g) were dissolved in ethanol (80 ml) and a solution of potassium hydroxide (26.5 g) in water (40 ml) was added, with cooling. The reaction mixture was allowed to stand overnight, and then was acidified by addition to excess hydrochloric acid. The precipitated 5-bromo-2-hydroxy.4'-methoxychalcone was filtered off, washed with water, and recrystallised from ethanol, 27.5 g, m.p. 177°-179°.

Workup

  1. temperaturewith cooling
  2. filtration4'-methoxychalcone was filtered off
  3. washwashed with water
  4. customrecrystallised from ethanol, 27.5 g, m.p. 177°-179°

Sources & evidence

ORD record
ord-bf41aa3a2b444246980382d3d77d859b
Source dataset
uspto-grants-1984_07
Patent number
US04461907

Reaction notes

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