Ethanol → HCID 68848634, compound

HRID 1826075Notes

Reaction equation

HRID 1826075 reaction equation
CCOC([C:6]([C:10]1[CH:11]=[CH:12][C:13]([O:27][CH3:28])=[C:14]([CH2:16][C:17]([O:19]CC2C=CC=CC=2)=[O:18])[CH:15]=1)=[CH:7][CH2:8][CH3:9])=O.[O:29]1[CH2:33]C[CH2:31][CH2:30]1.C([OH:36])C>[Pd]>[CH3:31][CH2:30][O:29][C:33]([CH2:9][CH2:8][CH2:7][CH2:6][C:10]1[CH:11]=[CH:12][C:13]([O:27][CH3:28])=[C:14]([CH2:16][C:17]([OH:19])=[O:18])[CH:15]=1)=[O:36]

Participants

5

Reactant 3

HCID 702EthanolHCID 8028TetrahydrofuranHCID 68848636HCID 68848636, compound

Product 1

HCID 68848634HCID 68848634, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

Benzyl 2-[5-[1-(2-ethoxycarbonyl)butenyl]-2-methoxyphenyl]acetate (1.85 g, 4.84 mmol), 5% palladium on carbon (400 mg), tetrahydrofuran (50 mL) and ethanol (50 mL) were mixed and hydrogenation was carried out for 8 hours at room temperature. The catalyst was removed by filtration and the filtrate was concentrated to afford 1.42 g (100%) of the title compound as a yellow oily product.

Workup

  1. customThe catalyst was removed by filtration
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-90b3a4fa839f48138646ca42b5362bc0
Source dataset
uspto-grants-2006_05
Patent number
US07049342B2

Reaction notes

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