HCID 53869703, compound → HCID 19744867, compound

HRID 2254240Notes

Reaction equation

HRID 2254240 reaction equation
[OH:1][C:2]1[C:21]([CH2:22][CH:23]=[CH2:24])=[C:20]([O:25][CH2:26][O:27][CH3:28])[CH:19]=[C:18]([O:29][CH2:30][O:31][CH3:32])[C:3]=1[C:4](=[O:17])[CH:5]=[CH:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][O:15][CH3:16])=[CH:9][CH:8]=1.[H][H]>C(OCC)(=O)C.[Pd]>[OH:1][C:2]1[C:21]([CH2:22][CH2:23][CH3:24])=[C:20]([O:25][CH2:26][O:27][CH3:28])[CH:19]=[C:18]([O:29][CH2:30][O:31][CH3:32])[C:3]=1[C:4](=[O:17])[CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][O:15][CH3:16])=[CH:9][CH:8]=1

Participants

5

Reactant 2

HCID 53869703HCID 53869703, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 19744867HCID 19744867, compoundYield 99.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent2×

Procedure

Then, an ethyl acetate solution of 21.1 g of 2'-hydroxy-4,4',6'-tris(methoxymethoxy)-3'-(2-propenyl)chalcone was added to a suspension of 8.0 g of 5% palladium/carbon in 50 ml of ethyl acetate, in which a hydrogen gas had been sufficiently absorbed, and the mixture was stirred at room temperature in a hydrogen atmosphere for 3 hours. After the reaction, the reaction mixture was filtered and the solvent was removed from the filtrate by distillation to obtain quantitatively 21.2 g of 1-[2-hydroxy-4,6-bis(methoxymethoxy)-3-n-propylphenyl]-3-(4-methoxymethoxyphenyl)-1-propanone in the form of a colorless oil.

Workup

  1. customhad been sufficiently absorbed
  2. customAfter the reaction
  3. filtrationthe reaction mixture was filtered
  4. customthe solvent was removed from the filtrate by distillation

Sources & evidence

ORD record
ord-9137f4a9430042a7a2fc7bec30fd73c0
Source dataset
uspto-grants-1993_08
Patent number
US05234951

Reaction notes

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