HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 86636116, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Fluoro-4-nitrophenol | HCID 9825 | — |
| Reactant | HCID 86636115 | HCID 86636115 | — |
| Solvent | Diphenyl Ether | HCID 7583 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86636116 | HCID 86636116 | 47% |
Reaction Steps
A solution of 57 (1.43 g, 3.3 mmol) and 2-fluoro-4-nitrophenol (3) (1.03 g, 6.61 mmol) in diphenyl ether (30 mL) were stirred overnight at 160° C. The reaction mixture was cooled down to room temperature, diluted with THF (30 mL), treated with Et3N (1.38 mL, 9.9 mmol) and Boc-anhydride (1.08 g, 4.95 mmol) and stirred at room temperature for 2 h. It was then diluted with EtOAc (100 mL) and washed with saturated NaHCO3 (100 mL). The organic phase was collected, dried over Na2SO4, filtered and concentrated. Obtained crude product was purified by flash chromatography (using the gradient 70-100% EtOAc in hexanes as an eluent), yielding 58 (850 mg, 47% yield). MS (m/z): 555.2 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08907091B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-4a8e307ac0de4493a6917cbcd0f1e9ba |
| Source note | uspto-grants-2014_12 |