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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 453466Generated: October 30, 2026

Me-bpe, (R,R)- → Methyl 2-(6-hydroxy-2,3-dihydrobenzofuran-3-yl)acetate

https://huagongshe.com/reaction/453466

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMe-bpe, (R,R)-HCID 2734555—
ReactantMethyl 2-(6-hydroxy-1-benzofuran-3-yl)acetateHCID 20770861—
ReactantHCID 178418361HCID 178418361—
SolventMethanolHCID 887—
ProductMethyl 2-(6-hydroxy-2,3-dihydrobenzofuran-3-yl)acetateHCID 5734585541.5%

Reaction Steps

To a mixture of (1,5-cyclooctadiene)rhodium trifluoromethanesulfonate (12 mg) and (R,R)-Me-BPE (6.5 mg) was added methanol (2.5 mL) sufficiently substituted with argon gas, and the mixture was stirred at room temperature for min. This was added to methyl (6-hydroxy-1-benzofuran-3-yl)acetate (51 mg), and the mixture was stirred at 70° C. for 3 hr under 0.7 MPa hydrogen atmosphere. The reaction mixture was quantified by HPLC. As a result, the enantiomeric excess was 47.9%, and the yield was 41.5%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492430B2
Source datasetuspto-grants-2013_07
ORD IDord-a05861b2bd044fb497fef06599c2f519
Source noteuspto-grants-2013_07