Phosphoric Acid → HCID 2802466, compound

HRID 1462947

Reaction equation

HRID 1462947 reaction equation
[OH:1][C:2]1[CH:18]=[CH:17][CH:16]=[CH:15][C:3]=1[C:4](=[O:14])[CH:5]=[CH:6][C:7]1[CH:12]=[CH:11][C:10]([CH3:13])=[CH:9][CH:8]=1.P(=O)(O)(O)O>COCCO.O>[CH3:13][C:10]1[CH:11]=[CH:12][C:7]([CH:6]2[CH2:5][C:4](=[O:14])[C:3]3[C:2](=[CH:18][CH:17]=[CH:16][CH:15]=3)[O:1]2)=[CH:8][CH:9]=1

Participants

5

Reactant 2

HCID 1004Phosphoric AcidHCID 6172491-(2-Hydroxyphenyl)-3-(4-methylphenyl)prop-2-en-1-one

Product 1

HCID 2802466HCID 2802466, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 80192-MethoxyethanolSolvent

Procedure

The 2'-Hydroxy-4-methylchalcone of Example 13 (7.3 g.) was boiled under reflux with a solution of 85% phosphoric acid (22 ml.) in 2-methoxyethanol (219 ml.) for 8 hrs. The reaction mixture was diluted with water (1 liter) and the oily precipitate extracted into dichloromethane (300 ml.). The organic extract was separated and washed with water and saturated sodium bicarbonate solution. Filtration and evaporation gave a residue of 4'-methylflavanone contaminated with the starting chalcone.

Workup

  1. extractionthe oily precipitate extracted into dichloromethane (300 ml.)
  2. extractionThe organic extract
  3. customwas separated
  4. washwashed with water and saturated sodium bicarbonate solution
  5. filtrationFiltration and evaporation

Sources & evidence

ORD record
ord-384e663e01314cf0b77e10d0f218e8a6
Source dataset
uspto-grants-1984_07
Patent number
US04461907

Linked notes

Loading…