HuagongsheHuagongshe Chemistry Print Report · For research reference only
Boron tribromide → 6-Hydroxy-1-(4-(2-(piperidin-1-yl)ethoxy)phenoxy)naphthalen-2-yl trifluoromethanesulfonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Boron tribromide | HCID 25134 | — |
| Reactant | 6-Methoxy-1-(4-(2-(piperidin-1-yl)ethoxy)phenoxy)naphthalen-2-yl trifluoromethanesulfonate hydrochloride | HCID 86655154 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 6-Hydroxy-1-(4-(2-(piperidin-1-yl)ethoxy)phenoxy)naphthalen-2-yl trifluoromethanesulfonate | HCID 86607164 | 94% |
Reaction Steps
Add a solution of boron tribromide in dichloromethane (4 M, 5 mL, 20.00 mmol) to a solution of 6-methoxy-1-(4-(2-(piperidin-1-yl)ethoxy)phenoxy)naphthalen-2-yl trifluoromethanesulfonate hydrochloride (2.8 g, 4.98 mmol) and dichloromethane (100 ml). Stir the reaction for 2 hours and then quench with aqueous sodium bicarbonate. Extract the mixture 3 times with dichloromethane. Combine the extracts, dry over sodium sulfate, filter and concentrate to obtain the title compound (2.4 g, 4.68 mmol).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08476300B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-cd011b2c98ef476d84713ce7e823f4c9 |
| Source note | uspto-grants-2013_07 |