Hydrochloric Acid → HCID 54285896, compound

HRID 1030733Notes

Reaction equation

HRID 1030733 reaction equation
C([O:3][C:4]([CH2:6][O:7][C:8]1[C:25]([CH2:26][CH:27]=[C:28]([CH3:30])[CH3:29])=[C:24]([O:31][CH3:32])[CH:23]=[C:22]([O:33][CH3:34])[C:9]=1[C:10](=[O:21])[CH:11]=[CH:12][C:13]1[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=1)=[O:5])C.[OH-].[K+].Cl>O1CCOCC1>[C:4]([CH2:6][O:7][C:8]1[C:25]([CH2:26][CH:27]=[C:28]([CH3:30])[CH3:29])=[C:24]([O:31][CH3:32])[CH:23]=[C:22]([O:33][CH3:34])[C:9]=1[C:10](=[O:21])[CH:11]=[CH:12][C:13]1[CH:14]=[CH:15][C:16]([O:19][CH3:20])=[CH:17][CH:18]=1)([OH:5])=[O:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 54431786HCID 54431786, compound

Product 1

HCID 54285896HCID 54285896, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Then, 23.7 g of 2'-ethoxycarbonylmethoxy-4,4',6'-trimethoxy-3'-(3-methyl-2-butenyl)chalcone was dissolved in 100 ml of dioxane, and 100 ml of a 5% aqueous solution of potassium hydroxide was added to the solution and the mixture was stirred at room temperature for 30 minutes to effect a reaction. After the reaction, the reaction mixture was made acidic by hydrochloric acid to obtain a yellow precipitate. The precipitate was recovered by filtration, washed with water, dried and recrystallized from ethyl acetate to obtain 18.5 g (yield=83.0%) of 2'-carboxymethoxy-4,4',6'-trimethoxy-3'-(3-methyl-2-butenyl)chalcone in the form of a light-yellow prism.

Workup

  1. customa reaction
  2. customAfter the reaction
  3. customto obtain a yellow precipitate
  4. filtrationThe precipitate was recovered by filtration
  5. washwashed with water
  6. customdried
  7. customrecrystallized from ethyl acetate

Sources & evidence

ORD record
ord-c7b6c8f1a2574655abeb482eb23aac5c
Source dataset
uspto-grants-1992_04
Patent number
US05106871

Reaction notes

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