Methyl benzofuran-7-carboxylate → Methyl 2,3-dihydrobenzofuran-7-carboxylate

HRID 1602445Notes

Reaction equation

HRID 1602445 reaction equation
[O:1]1[C:5]2[C:6]([C:10]([O:12][CH3:13])=[O:11])=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[CH:2]1>C(O)(=O)C.[Pd]>[O:1]1[C:5]2[C:6]([C:10]([O:12][CH3:13])=[O:11])=[CH:7][CH:8]=[CH:9][C:4]=2[CH2:3][CH2:2]1

Participants

4

Reactant 1

HCID 14229730Methyl benzofuran-7-carboxylate

Product 1

HCID 15062252Methyl 2,3-dihydrobenzofuran-7-carboxylateYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

Methyl benzofuran-7-carboxylate (12 g, 68 mmol) was hydrogenated at 60 psi over 10% Pd/C (2 g) in acetic acid (60 ml) for 18 hr. The mixture was filtered, and the filtrate was concentrated in vacuo to give a pale green oil (12 g, 100%)

Workup

  1. filtrationThe mixture was filtered
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-2d26dad14b3842e0b6d3efd679f9a388
Source dataset
uspto-grants-1999_11
Patent number
US05981571

Reaction notes

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