Ethyl 3-methyl-5-phenylpent-2-enoate → Ethyl 5-phenyl-3-methylpentanoate

HRID 840975Notes

Reaction equation

HRID 840975 reaction equation
[C:1]1([CH2:7][CH2:8][C:9]([CH3:16])=[CH:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H][H]>C(OCC)(=O)C.[C].[Pd]>[C:1]1([CH2:7][CH2:8][CH:9]([CH3:16])[CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 2

HCID 562711Ethyl 3-methyl-5-phenylpent-2-enoateHCID 178418361HCID 178418361, compound

Product 1

HCID 563065Ethyl 5-phenyl-3-methylpentanoate

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

(1.00 g, 4.58 mmol) obtained in the above item (a) was dissolved in ethyl acetate (10 ml), and the resulting solution was subjected to hydrogen catalytic reduction by using 10% palladium-carbon (0.2 g) as a catalyst. The catalyst was filtered off and the filtrate was concentrated under reduced pressure. The resulting residue was purified by a silica gel column chromatography (eluent: ethyl acetate/n-hexane=1/30) to obtain 0.82 g of ethyl 5-phenyl-3-methylpentanoate.

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe resulting residue was purified by a silica gel column chromatography (eluent: ethyl acetate/n-hexane=1/30)

Sources & evidence

ORD record
ord-a4a91201919748c58c1f17ce2654bf18
Source dataset
uspto-grants-2002_04
Patent number
US06369110B1

Reaction notes

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