Potassium Carbonate → HCID 179278, compound

HRID 1534688Notes

Reaction equation

HRID 1534688 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([CH:11]=[CH:12][C:13]([C:15]2[CH:20]=[CH:19][C:18]([O:21][CH2:22][CH:23]=[C:24]([CH3:26])[CH3:25])=[CH:17][C:16]=2[O:27][CH2:28][C:29]([O:31]CC)=[O:30])=[O:14])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+]>C(O)C.O>[C:1]([C:5]1[CH:6]=[CH:7][C:8]([CH:11]=[CH:12][C:13]([C:15]2[CH:20]=[CH:19][C:18]([O:21][CH2:22][CH:23]=[C:24]([CH3:25])[CH3:26])=[CH:17][C:16]=2[O:27][CH2:28][C:29]([OH:31])=[O:30])=[O:14])=[CH:9][CH:10]=1)([CH3:2])([CH3:3])[CH3:4]

Participants

5

Reactant 2

HCID 11430Potassium CarbonateHCID 54393850HCID 54393850, compound

Product 1

HCID 179278HCID 179278, compoundYield 67.4%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
45 °C

Procedure

To a solution of 47.3 g of 4-t-butyl-2'-ethoxycarbonylmethoxy-4'-(3-methyl-2-butenyloxy)chalcone in 600 ml of ethanol was added a solution of 29.0 g of potassium carbonate in 100 ml of water, the mixture was stirred at 45° C. for 8 hours. After neutralization with dilute sulfuric acid, the precipitated solid was collected by filtration, washed with water, dried and recrystallized from ethanol to give 29.9 g of 4-t-butyl-2'-carboxymethoxy-4'-(3-methyl-2-butenyloxy)chalcone as pale yellow needles.

Workup

  1. filtrationAfter neutralization with dilute sulfuric acid, the precipitated solid was collected by filtration
  2. washwashed with water
  3. customdried
  4. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-c47a92ddb44046bc8677b44f21cf581c
Source dataset
uspto-grants-1992_02
Patent number
US05089654

Reaction notes

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