HCID 53868062, compound → HCID 10160595, compound

HRID 1743226Notes

Reaction equation

HRID 1743226 reaction equation
[CH:1]([C:4]1[CH:9]=[CH:8][C:7]([CH:10]2[C:14]3[C:15]([CH3:31])=[C:16]([O:21][CH2:22][CH:23]=[CH:24][C:25]4[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=4)[C:17]([CH3:20])=[C:18]([CH3:19])[C:13]=3[O:12][C:11]2([CH3:33])[CH3:32])=[CH:6][CH:5]=1)([CH3:3])[CH3:2].[H][H]>C(O)C.[C].[Pd]>[CH:1]([C:4]1[CH:5]=[CH:6][C:7]([CH:10]2[C:14]3[C:15]([CH3:31])=[C:16]([O:21][CH2:22][CH2:23][CH2:24][C:25]4[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=4)[C:17]([CH3:20])=[C:18]([CH3:19])[C:13]=3[O:12][C:11]2([CH3:33])[CH3:32])=[CH:8][CH:9]=1)([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 53868062HCID 53868062, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 10160595HCID 10160595, compoundYield 76%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

3-(4-Isopropylphenyl)-2,2,4,6,7-pentamethyl-5-(3-phenyl-2-propen-1-yl)oxy-2,3-dihydrobenzofuran (800 mg, 1.82 mmol) and 10% palladium-carbon (hydrate) (80 mg) were suspended in ethanol (20 mL), and the mixture was stirred for 3 hours in a hydrogen atmosphere at room temperature. The catalyst was removed through filtration, and the filtrate was concentrated under reduced pressure. The residue was crystallized from methanol to obtain the title compound (610 mg, yield 76%).

Workup

  1. customThe catalyst was removed through filtration
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe residue was crystallized from methanol

Sources & evidence

ORD record
ord-5ce1a55d8a92445daaa192b93c4fdb03
Source dataset
uspto-grants-2006_03
Patent number
US07008950B1

Reaction notes

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