Piperonal → 7-Methyl-1-(3,4-methylenedioxyphenyl)octa-1,6-dien-3-one

HRID 1706868

Reaction equation

HRID 1706868 reaction equation
[CH:1]1[C:6]([CH:7]=O)=[CH:5][C:4]2[O:9][CH2:10][O:11][C:3]=2[CH:2]=1.[CH3:12][C:13]([CH3:20])=[CH:14][CH2:15][CH2:16][C:17](=[O:19])[CH3:18]>[OH-].[Na+]>[CH2:10]1[O:11][C:3]2[CH:2]=[CH:1][C:6]([CH:7]=[CH:18][C:17](=[O:19])[CH2:16][CH2:15][CH:14]=[C:13]([CH3:20])[CH3:12])=[CH:5][C:4]=2[O:9]1

Participants

4

Reactant 2

HCID 8438PiperonalHCID 98626-Methyl-5-hepten-2-one

Product 1

HCID 419817-Methyl-1-(3,4-methylenedioxyphenyl)octa-1,6-dien-3-one

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

15 g of piperonal (0.1 mole) and 12.6 g of 6-methyl-5-heptene-2-one (0.1 mole) in an aqueous-alcoholic solution of sodium hydroxide (200 cm3 of 10% NaOH+20 cm3 of ethanol) are stirred for 15 days at ambient temperature. The product obtained is filtered off, washed with water, and recrystallised from ethanol.

Workup

  1. customThe product obtained
  2. filtrationis filtered off
  3. washwashed with water
  4. customrecrystallised from ethanol

Sources & evidence

ORD record
ord-3017d784726a437c9e8a29d53eee8c17
Source dataset
uspto-grants-1980_06
Patent number
US04209517

Linked notes

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