HCID 19065226, compound → HCID 54570244, compound

HRID 482018Notes

Reaction equation

HRID 482018 reaction equation
[CH2:1]([O:3][C:4]([CH2:6][O:7][C:8]1[CH:30]=[C:29]([OH:31])[C:11]2[C:12](=[O:28])[CH:13]=[C:14]([C:16]3[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[C:18]([OH:24])[C:17]=3[CH2:25][CH:26]=[CH2:27])[O:15][C:10]=2[CH:9]=1)=[O:5])[CH3:2].[H][H]>CN(C)C=O.[Pd]>[CH2:1]([O:3][C:4]([CH2:6][O:7][C:8]1[CH:30]=[C:29]([OH:31])[C:11]2[C:12](=[O:28])[CH:13]=[C:14]([C:16]3[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[C:18]([OH:24])[C:17]=3[CH2:25][CH2:26][CH3:27])[O:15][C:10]=2[CH:9]=1)=[O:5])[CH3:2]

Participants

5

Reactant 2

HCID 19065226HCID 19065226, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 54570244HCID 54570244, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 6228DimethylformamideSolvent

Procedure

21.3 g of 7-ethoxycarbonylmethoxy-5-hydroxy-2-(2-allyl-3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one are dissolved in 300 ml of dimethylformamide. The solution is poured into 2 g of 10% palladium on carbon. The whole is hydrogenated at 50° C. under a pressure of 63×104Pa until the theoretical amount of hydrogen has been absorbed. The mixture is then filtered over Millipore and the solvent is removed by distillation under reduced pressure. The crude residue (21 g) may be used as it is. An analytical sample, obtained by recrystallisation from isopropanol, melts at 138° C.

Workup

  1. customhas been absorbed
  2. filtrationThe mixture is then filtered over Millipore
  3. customthe solvent is removed by distillation under reduced pressure
  4. customAn analytical sample, obtained by recrystallisation from isopropanol, melts at 138° C.

Sources & evidence

ORD record
ord-71d1ab3ead8848c6b4a498744a611b95
Source dataset
uspto-grants-1998_08
Patent number
US05792789

Reaction notes

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