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

HRID 342087
Notes
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Reaction equation

HRID 342087 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
ParticipantsProcedureWorkupSources & evidenceReaction notes

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-c32412e4058c40f9a7d9b98036719f6a
Source dataset
uspto-grants-1999_01
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05856529

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes