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-3,4dihydro-2H-1-benzopyran (3.7 g, 8.7 mmol), DMF (50 mL), triethylamine (2.5 g, 25 mmol), methanol (4 g, 130 mmol), palladiuma(II)acetate (100 mg, 0.45 mmol) and 1,3bis(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 | US05962514 |
| Source dataset | uspto-grants-1999_10 |
| ORD ID | ord-d565c1e879984f39a8bfa99ed43b8bec |
| Source note | uspto-grants-1999_10 |