Methyl 4-{[2-oxodihydro-3(2H)-furanylidene]methyl}benzoate → Methyl 4-[(2-oxotetrahydro-3-furanyl)methyl]benzoate

HRID 2243287Notes

Reaction equation

HRID 2243287 reaction equation
[O:1]=[C:2]1[C:6](=[CH:7][C:8]2[CH:17]=[CH:16][C:11]([C:12]([O:14][CH3:15])=[O:13])=[CH:10][CH:9]=2)[CH2:5][CH2:4][O:3]1>C(O)(=O)C.[C].[Pd]>[O:1]=[C:2]1[CH:6]([CH2:7][C:8]2[CH:17]=[CH:16][C:11]([C:12]([O:14][CH3:15])=[O:13])=[CH:10][CH:9]=2)[CH2:5][CH2:4][O:3]1

Participants

4

Reactant 1

HCID 68707654Methyl 4-{[2-oxodihydro-3(2H)-furanylidene]methyl}benzoate

Product 1

HCID 21605851Methyl 4-[(2-oxotetrahydro-3-furanyl)methyl]benzoate

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 176Acetic AcidSolvent

Procedure

20.00 g (0.09 mol) of methyl 4-([2-oxodihydro-3(2H)-furanylidene]methyl)benzoate from Ex. V are suspended in 240 ml of glacial acetic acid, 2.00 g of 10% palladium-carbon are added and the mixture is hydrogenated at atmospheric pressure for 4 hours. The reaction mixture is filtered through kieselguhr and the solvent is distilled off under reduced pressure.

Workup

  1. filtrationThe reaction mixture is filtered through kieselguhr
  2. distillationthe solvent is distilled off under reduced pressure

Sources & evidence

ORD record
ord-bbf21f5454fb4214ba1a55996ba0b37b
Source dataset
uspto-grants-2010_03
Patent number
US07674825B2

Reaction notes

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