Hydrochloric Acid → HCID 54101155, compound

HRID 1534681Notes

Reaction equation

HRID 1534681 reaction equation
C([O:3][C:4]([CH2:6][O:7][C:8]1[CH:29]=[C:28]([O:30][CH2:31][CH:32]=[C:33]([CH3:35])[CH3:34])[CH:27]=[CH:26][C:9]=1[C:10](=[O:25])[CH:11]=[CH:12][C:13]1[CH:18]=[CH:17][C:16]([CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])=[CH:15][CH:14]=1)=[O:5])C.C(=O)([O-])[O-].[K+].[K+].Cl>C(O)C.O>[C:4]([CH2:6][O:7][C:8]1[CH:29]=[C:28]([O:30][CH2:31][CH:32]=[C:33]([CH3:34])[CH3:35])[CH:27]=[CH:26][C:9]=1[C:10](=[O:25])[CH:11]=[CH:12][C:13]1[CH:18]=[CH:17][C:16]([CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])=[CH:15][CH:14]=1)([OH:5])=[O:3]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 54435495HCID 54435495, compound

Product 1

HCID 54101155HCID 54101155, compoundYield 77.3%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of 4.30 g of 2'-ethoxycarbonylmethoxy-4-n-hexyl-4'-(3-methyl-2-butenyloxy)chalcone in 43 ml of ethanol was added a solution of 6.2 g of potassium carbonate in 11 ml of water, and the mixture was stirred at 50° C. for 5 hours. After completion of the reaction, the mixture was neutralized with dilute hydrochloric acid, and the precipitated solid was collected by filtration, washed with water, dried and recrystallized from ethyl acetate-n-hexane to give 3.13 g of 2'-carboxymethoxy-4-n-hexyl-4'-(3-methyl-2-butenyloxy)chalcone.

Workup

  1. customAfter completion of the reaction
  2. filtrationthe precipitated solid was collected by filtration
  3. washwashed with water
  4. customdried
  5. customrecrystallized from ethyl acetate-n-hexane

Sources & evidence

ORD record
ord-de0e1adc0fa14df68c5c87f495007435
Source dataset
uspto-grants-1992_02
Patent number
US05089654

Reaction notes

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