Piperonal → Bis(3,4-methylenedioxy)chalcone

HRID 2358488Notes

Reaction equation

HRID 2358488 reaction equation
[CH:1]1[C:6]([CH:7]=[O:8])=[CH:5][C:4]2[O:9][CH2:10][O:11][C:3]=2[CH:2]=1.[CH3:12][C:13]([C:15]1[CH:20]=[CH:19][C:18]2[O:21][CH2:22][O:23][C:17]=2[CH:16]=1)=O.[OH-].[Na+]>C(O)C>[CH2:22]1[O:21][C:18]2[CH:19]=[CH:20][C:15]([CH:13]=[CH:12][C:7]([C:6]3[CH:1]=[CH:2][C:3]4[O:11][CH2:10][O:9][C:4]=4[CH:5]=3)=[O:8])=[CH:16][C:17]=2[O:23]1

Participants

5

Reactant 3

HCID 8438PiperonalHCID 14798Sodium HydroxideHCID 76622Acetopiperone

Product 1

HCID 294346Bis(3,4-methylenedioxy)chalcone

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of piperonal (460 mg) and 3,4-methylenedioxyacetophenone (500 mg) in ethanol (20 ml) was treated with 1M NaOH solution (4 ml), then the mixture was stirred overnight. The pale yellow crystalline solid was filtered off, washed with water then cold aqueous ethanol and dried to give pure bis(3,4-methylenedioxy)chalcone DC-0006B (476 mg, 53%).

Workup

  1. filtrationThe pale yellow crystalline solid was filtered off
  2. washwashed with water
  3. dry with materialcold aqueous ethanol and dried

Sources & evidence

ORD record
ord-7aa4b4617a9142e2b305cc28a3f60e37
Source dataset
uspto-grants-2010_07
Patent number
US07763747B2

Reaction notes

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