HCID 69312743, compound → HCID 69314285, compound

HRID 2115158Notes

Reaction equation

HRID 2115158 reaction equation
[CH2:1]([C:6]1[CH:11]=[CH:10][C:9]([CH:12]=[CH:13][C:14]2[CH:15]=[C:16]3[C:21](=[CH:22][CH:23]=2)[O:20][C:19](=[O:24])[CH2:18][CH2:17]3)=[C:8](F)[CH:7]=1)[CH2:2][CH2:3][CH2:4][CH3:5].[H][H]>C(O)C.[Pd]>[CH2:1]([C:6]1[CH:7]=[CH:8][C:9]([CH2:12][CH2:13][C:14]2[CH:15]=[C:16]3[C:21](=[CH:22][CH:23]=2)[O:20][C:19](=[O:24])[CH2:18][CH2:17]3)=[CH:10][CH:11]=1)[CH2:2][CH2:3][CH2:4][CH3:5]

Participants

5

Reactant 2

HCID 69312743HCID 69312743, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 69314285HCID 69314285, compoundYield 68.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Palladium-on-carbon (5%, 0.3 g) was added to a solution of 6-(2-(4-pentyl-2-fluorophenyl)ethenyl)-3,4-dihydrocoumarin (3.2 g) in ethanol (30 ml), and the mixture was stirred in a hydrogen atmosphere for 24 hours. The catalyst was removed from the reaction mixture by filtration, and the resulting solution was concentrated in vacuo and subjected to isolation and purification by silica gel column chromatography, thereby obtaining a while crystal (2.1 g) of a titled compound.

Workup

  1. customThe catalyst was removed from the reaction mixture by filtration
  2. concentrationthe resulting solution was concentrated in vacuo
  3. customsubjected to isolation and purification by silica gel column chromatography

Sources & evidence

ORD record
ord-27227925e3ee428f9c59aa020370c005
Source dataset
uspto-grants-2008_10
Patent number
US07435455B2

Reaction notes

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