HCID 57237825, compound → HCID 19744854, compound

HRID 1030764Notes

Reaction equation

HRID 1030764 reaction equation
[OH:1][C:2]1[C:26]([CH2:27][CH:28]=[C:29]([CH3:31])[CH3:30])=[C:25]([O:32][CH2:33][O:34][CH3:35])[CH:24]=[C:23]([O:36][CH2:37][O:38][CH3:39])[C:3]=1[C:4](=[O:22])[CH:5]=[CH:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][O:15][CH3:16])=[C:9]([CH2:17][CH:18]=[C:19]([CH3:21])[CH3:20])[CH:8]=1.[H][H]>C(OCC)(=O)C.[Pd]>[OH:1][C:2]1[C:26]([CH2:27][CH2:28][CH:29]([CH3:31])[CH3:30])=[C:25]([O:32][CH2:33][O:34][CH3:35])[CH:24]=[C:23]([O:36][CH2:37][O:38][CH3:39])[C:3]=1[C:4](=[O:22])[CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][O:15][CH3:16])=[C:9]([CH2:17][CH2:18][CH:19]([CH3:21])[CH3:20])[CH:8]=1

Participants

5

Reactant 2

HCID 57237825HCID 57237825, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 19744854HCID 19744854, compoundYield 85.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent2×

Procedure

Then, 80 ml of an ethyl acetate solution of 7.22 g of 2'-hydroxy-4,4',6'-tris(methoxymethoxy)-3,3'-bis(3-methyl-2-butenyl)chalcone was added to a suspension of 1.67 g of 5% palladium/carbon in 50 ml of ethyl acetate, in which a hydrogen gas had been sufficiently absorbed in advance, and the mixture was stirred at room temperature under atmospheric pressure in a hydrogen gas atmosphere for 4 hours. After the reaction, the suspension was filtered and the solvent was removed from the filtrate by distillation to obtain 6.23 g (yield=85.3%) of 1-[2-hydroxy-4,6-bis(methoxymethoxy)-3-isopentylphenyl]-3-(3-isopentyl-4-methoxymethoxyphenyl)-1-propanone in the form of a syrup.

Workup

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

Sources & evidence

ORD record
ord-2ac6175fbdcc441c90860a4e5589fd6a
Source dataset
uspto-grants-1992_04
Patent number
US05106871

Reaction notes

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