HCID 480790, compound → HCID 14672109, compound

HRID 1030748Notes

Reaction equation

HRID 1030748 reaction equation
[H][H].[OH:3][C:4]1[CH:23]=[C:22]([O:24][CH2:25][O:26][CH3:27])[CH:21]=[C:20]([O:28][CH2:29][O:30][CH3:31])[C:5]=1[C:6](=[O:19])[CH:7]=[CH:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:16][O:17][CH3:18])=[CH:11][CH:10]=1>C(OCC)(=O)C.[Pd]>[OH:3][C:4]1[CH:23]=[C:22]([O:24][CH2:25][O:26][CH3:27])[CH:21]=[C:20]([O:28][CH2:29][O:30][CH3:31])[C:5]=1[C:6](=[O:19])[CH2:7][CH2:8][C:9]1[CH:10]=[CH:11][C:12]([O:15][CH2:16][O:17][CH3:18])=[CH:13][CH:14]=1

Participants

5

Reactant 2

HCID 480790HCID 480790, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 14672109HCID 14672109, compoundYield 91.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent2×

Procedure

Then, a suspension of 4.10 g of 5% palladium/carbon in 50 ml of ethyl acetate was saturated with hydrogen, and 60 ml of an ethyl acetate solution of 6.61 g of 2'-hydroxy-4,4',6'-tris(methoxymethoxy)chalcone was added to the suspension and hydrogenation was carried out. After the reaction, the reaction liquid was filtered and concentrated under a reduced pressure to obtain 6.10 g (yield=91.8%) of 1-[2-hydroxy-4,6-bis(methoxymethoxy)phenyl]-3-(4-methoxymethoxyphenyl)-1-propanone.

Workup

  1. additionwas added to the suspension and hydrogenation
  2. customAfter the reaction
  3. customthe reaction liquid
  4. filtrationwas filtered
  5. concentrationconcentrated under a reduced pressure

Sources & evidence

ORD record
ord-fd28cbfa743b4f549b4662aa25b7c91b
Source dataset
uspto-grants-1992_04
Patent number
US05106871

Reaction notes

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