HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(6-Methoxy-1-benzofuran-3-yl)acetic acid → 2-(6-Methoxy-2,3-dihydro-1-benzofuran-3-yl)acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(6-Methoxy-1-benzofuran-3-yl)acetic acid | HCID 736818 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 2-(6-Methoxy-2,3-dihydro-1-benzofuran-3-yl)acetic acid | HCID 57077011 | 88.4% |
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 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08492430B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-da600ec94a444ff1b561f8760c2178c1 |
| Source note | uspto-grants-2013_07 |