HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 68838811, compound → HCID 68839446, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 68838811 | HCID 68838811 | — |
| Catalyst | Adams' catalyst | HCID 345198 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 68839446 | HCID 68839446 | 77.4% |
Reaction Steps
The product from Example 22B (82 mg, 0.21 mmol) and PtO2 (Adam's catalyst, 5 mg) in ethyl acetate (2 mL) was stirred at rt under 1 atm H2 for 90 min. The catalyst was filtered off, the solvent was evaporated and the crude product was purified by column chromatography on silica gel using a solvent gradient of 10-25% ethyl acetate in hexanes to provide the title compound as a colorless gum (63 mg, 77%): 1H NMR (300 MHz, DMSO-d6) δ ppm 7.95 (d, J=7.4 Hz, 1H), 7.63-7.79 (m, 2H), 7.42-7.56 (m, 1H), 5.91 (d, J=5.5 Hz, 1H), 5.84 (s, 1H), 4.53-4.67 (m, 1H), 4.09-4.22 (m, 1H), 3.98-4.09 (m, 1H), 3.49 (s, 3H), 1.80-1.97 (m, 2H), 1.45 (s, 3H), 1.36 (s, 3H), 1.21-1.34 (m, 1H), 0.82-1.01 (m, 1H), 0.57-0.74 (m, 6H), 0.32-0.52 (m, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07517876B2 |
| Source dataset | uspto-grants-2009_04 |
| ORD ID | ord-b77476b38cb54f76842eece534638488 |
| Source note | uspto-grants-2009_04 |