HCID 54080377, compound → HCID 14368062, compound

HRID 1030700Notes

Reaction equation

HRID 1030700 reaction equation
[OH:1][C:2]1[C:23]([CH2:24][CH:25]=[C:26]([CH3:28])[CH3:27])=[C:22]([O:29][CH2:30][O:31][CH3:32])[CH:21]=[C:20]([O:33][CH2:34][O:35][CH3:36])[C:3]=1[C:4](=[O:19])[CH:5]=[CH:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][O:15][CH3:16])=[C:9]([O:17][CH3:18])[CH:8]=1>C(OCC)(=O)C.[Pd]>[OH:1][C:2]1[C:23]([CH2:24][CH2:25][CH:26]([CH3:27])[CH3:28])=[C:22]([O:29][CH2:30][O:31][CH3:32])[CH:21]=[C:20]([O:33][CH2:34][O:35][CH3:36])[C:3]=1[C:4](=[O:19])[CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][O:15][CH3:16])=[C:9]([O:17][CH3:18])[CH:8]=1

Participants

4

Reactant 1

HCID 54080377HCID 54080377, compound

Product 1

HCID 14368062HCID 14368062, compoundYield 93.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

The so-obtained 2'-hydroxy-3-methoxy-4,4',6'-tris(methoxymethoxy)-3'-(3-methyl-2-butenyl)chalcone was dissolved in ethyl acetate, and catalytic reduction was carried out by using 3.0 g of 5% palladium/carbon. The reaction liquid was filtered by using Celite and concentrated under a reduced pressure to obtain 12.4 g (yield=93.8%) of 1-[2-hydroxy-4,6-bis(methoxymethoxy)-3-isopentylphenyl]-3-(3-methoxy-4-methoxymethoxyphenyl)-1-propanone in the form of a syrup.

Workup

  1. customThe reaction liquid
  2. filtrationwas filtered
  3. concentrationconcentrated under a reduced pressure

Sources & evidence

ORD record
ord-39b3d42c9d784730b07a34cdeef532ea
Source dataset
uspto-grants-1992_04
Patent number
US05106871

Reaction notes

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