HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 54532856, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 22871222 | HCID 22871222 | — |
| Reactant | HCID 178418416 | HCID 178418416 | — |
| Catalyst | 1,3-Bis(diphenylphosphino)propane | HCID 81219 | — |
| Product | HCID 54532856 | HCID 54532856 | 86% |
Reaction Steps
(R)-3-(N-Cyclopentyl-N-n-propylamino)-8-fluoro-5-trifluoromethylsulfonyloxy-3,4-dihydro-2H-1-benzopyran (3.7 g, 8.7 mmol), DMF (50 mL), triethylamine (2.5 g, 25 mmol), methanol (4 g, 130 mmol), palladium(ll)acetate (100 mg, 0.45 mmol) and 1,3-bis(diphenylphosphino)propane (200 mg, 0.48 mmol) were placed in a round-bottomed flask. The solution was stirred at 75° C. in an atmosphere of carbon monoxide for 4 h. After evaporation of the solvent in vacuo and subjecting the crude to flash chromatography, 2.5 g (86% yield) of the title compound as a colorless oil was isolated. GC/MS (70 eV) M=335 (20 %).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05616610 |
| Source dataset | uspto-grants-1997_04 |
| ORD ID | ord-2f9f55238b704974972030b3c51a0f9a |
| Source note | uspto-grants-1997_04 |