HuagongsheHuagongshe Chemistry Print Report · For research reference only
Me-bpe, (R,R)- → Methyl 2-(6-hydroxy-2,3-dihydrobenzofuran-3-yl)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Me-bpe, (R,R)- | HCID 2734555 | — |
| Reactant | Methyl 2-(6-hydroxy-1-benzofuran-3-yl)acetate | HCID 20770861 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Methyl 2-(6-hydroxy-2,3-dihydrobenzofuran-3-yl)acetate | HCID 57345855 | 41.5% |
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 15 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07732626B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-9d4c73a7538c4dc39f8baa63c5f35a68 |
| Source note | uspto-grants-2010_06 |