7-Acetoxy-3-(3,4-dimethoxyphenyl)chromen-4-one → HCID 59263550, compound

HRID 644155Notes

Reaction equation

HRID 644155 reaction equation
[C:1]([O:4][C:5]1[CH:14]=[C:13]2[C:8]([C:9](=[O:25])[C:10]([C:15]3[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[C:17]([O:23][CH3:24])[CH:16]=3)=[CH:11][O:12]2)=[CH:7][CH:6]=1)(=[O:3])[CH3:2].[H][H]>C(O)C.[Pd]>[C:1]([O:4][C:5]1[CH:14]=[C:13]2[C:8]([CH:9]([OH:25])[CH:10]([C:15]3[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[C:17]([O:23][CH3:24])[CH:16]=3)[CH2:11][O:12]2)=[CH:7][CH:6]=1)(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 9079857-Acetoxy-3-(3,4-dimethoxyphenyl)chromen-4-oneHCID 178418361HCID 178418361, compound

Product 1

HCID 59263550HCID 59263550, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

In a similar manner to Example 4.1, 7-acetoxy-3-(3,4-dimethoxyphenyl)chromen-4-one (1.4 g) and 5% Pd—C (0.24 g) were suspended in absolute ethanol (200 mL) and hydrogen was introduced to the system for 55 h until the reaction was complete. Filtration and evaporation gave a cis- and trans-mixture of 7-acetoxy-3-(3,4-dimethoxyphenyl)chroman-4-ol (1.4 g, 100%). This mixture was used in the next step without any further purification.

Workup

  1. filtrationFiltration and evaporation

Sources & evidence

ORD record
ord-ba5ea009fbeb4731833ff17ef1fee237
Source dataset
uspto-grants-2010_04
Patent number
US07700644B2

Reaction notes

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