HuagongsheHuagongshe Chemistry Print Report · For research reference only
Boron trifluoride → HCID 86693332, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Boron trifluoride | HCID 6356 | — |
| Reactant | Triethylsilane | HCID 12052 | — |
| Reactant | HCID 86693330 | HCID 86693330 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86693332 | HCID 86693332 | 17% |
Reaction Steps
To a solution of ethyl 4-hydroxy-9-iodo-4-methyl-4,5-dihydrobenzo[b]pyrazolo[1,5-d][1,4]oxazepine-2-carboxylate (2.3 g, 5.55 mmol, 1.00 equiv) in dichloromethane (50 mL) was added triethylsilane (9.7 g, 83.42 mmol, 15.00 equiv) and boron trifluoride diethyletherate (7.8 g, 10.00 equiv) at room temperature. After 1 h at room temperature the resulting mixture was diluted with 30 mL of dichloromethane, washed with saturated sodium bicarbonate solution, extracted with dichloromethane, dried over anhydrous sodium sulfate, and concentrated under vacuum. The residue was purified by a silica gel column with ethyl acetate/petroleum ether (1:9) to give 370 mg (17%) of the titled compound as a light yellow solid; LC-MS (ES, m/z) 399 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09034866B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-ca40b7dbef364547b5f942670b664c26 |
| Source note | uspto-grants-2015_05 |