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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 15677Generated: October 27, 2026

2-(6-Methoxy-1-benzofuran-3-yl)acetic acid → 2-(6-Methoxy-2,3-dihydro-1-benzofuran-3-yl)acetic acid

https://huagongshe.com/reaction/15677

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(6-Methoxy-1-benzofuran-3-yl)acetic acidHCID 736818—
ReactantSodium MethoxideHCID 10942334—
ReactantHCID 178418361HCID 178418361—
SolventMethanolHCID 887—
Product2-(6-Methoxy-2,3-dihydro-1-benzofuran-3-yl)acetic acidHCID 5707701188.4%

Reaction Steps

To a mixture of (1,5-cyclooctadiene)rhodium trifluoromethanesulfonate (5.9 mg) and (S,S)-Et-FerroTANE (5.5 mg) was added methanol (2.5 mL) sufficiently substituted by argon gas, and the mixture was stirred at room temperature for 15 min. This was added to a mixture of (6-methoxy-1-benzofuran-3-yl)acetic acid (51.5 mg) and sodium methoxide (7 mg), and the mixture was stirred at room temperature for 5 hr under 0.7 MPa hydrogen atmosphere. The reaction mixture was quantified by HPLC. As a result, the enantiomeric excess was 86.2%, and the yield was 88.4%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07732626B2
Source datasetuspto-grants-2010_06
ORD IDord-6e667e7307d94b30b1ee0ffbad30c7bd
Source noteuspto-grants-2010_06