Tetrahydrofuran → HCID 56998111, compound

HRID 2389350Notes

Reaction equation

HRID 2389350 reaction equation
[CH2:1]([O:3][C:4](=[O:18])/[CH:5]=[CH:6]/[C:7]1[CH:8]=[C:9](/[CH:13]=[CH:14]/[C:15]([OH:17])=[O:16])[CH:10]=[CH:11][CH:12]=1)[CH3:2].C1COCC1>[Pd].CCOC(C)=O>[CH2:1]([O:3][C:4](=[O:18])[CH2:5][CH2:6][C:7]1[CH:8]=[C:9]([CH2:13][CH2:14][C:15]([OH:17])=[O:16])[CH:10]=[CH:11][CH:12]=1)[CH3:2]

Participants

5

Reactant 2

HCID 8028TetrahydrofuranHCID 67083556HCID 67083556, compound

Product 1

HCID 56998111HCID 56998111, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of (2E)-3-{3-[(1E)-3-ethoxy-3-oxo-1-propen-1-yl]phenyl}acrylic acid (10.40 g) in a mixed solvent(THF:EtOAc=150 mL:100 mL) was added 10% Palladium on activated carbon (50% wet, 1.6 g) at ambient temperature. The reaction mixture was stirred under hydrogen atmosphere at ambient temperature for 5 hours and was filtered through celite. The filtrate was evaporated in vacuo to afford 3-[3-(3-ethoxy-3-oxopropyl)phenyl]propanoic acid (10.57 g) as a colorless oil.

Workup

  1. filtrationwas filtered through celite
  2. customThe filtrate was evaporated in vacuo

Sources & evidence

ORD record
ord-3d02a5898978416abb892388c43f740b
Source dataset
uspto-grants-2012_09
Patent number
US08273745B2

Reaction notes

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