HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-(2,6-Dichlorophenyl)-6-quinolinol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Boron tribromide | HCID 25134 | — |
| Reactant | 6-(Benzyloxy)-2-(2,6-dichlorophenyl)quinoline | HCID 57987638 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-(2,6-Dichlorophenyl)-6-quinolinol | HCID 57987640 | 100% |
Reaction Steps
To a solution of 6-(benzyloxy)-2-(2,6-dichlorophenyl)quinoline 19 (2.5 g) in CH2Cl2 (20 ml) are added, at 0° C., 20 ml of BBr3 (1 M in CH2Cl2). The solution is stirred for 1 h at room temperature. Water (20 ml) is added and the resulting solution is alkalinized with 1 N NaOH. The aqueous phase is extracted with AcOEt (3×20 ml). The organic phases are washed with brine, dried over MgSO4 and evaporated. 2-(2,6-dichlorophenyl)-6-quinolinol 20 is obtained as a yellow solid and is used without further purification in the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07638630B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-48913fb574b844b2807a2fb18ee8ca45 |
| Source note | uspto-grants-2009_12 |