HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → 5-Bromo-2-hydroxy-6-(piperidine-1-yl)-benzo[de]isoquinoline-1,3-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | 2-Benzyloxy-5-bromo-6-(piperidin-1-yl)-benzo[de]isoquinoline-1,3-dione | HCID 22623913 | — |
| Reactant | HCID 178525683 | HCID 178525683 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | 5-Bromo-2-hydroxy-6-(piperidine-1-yl)-benzo[de]isoquinoline-1,3-dione | HCID 22624033 | 27.6% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
To a solution of 2-benzyloxy-5-bromo-6-(piperidin-1-yl)-benzo[de]isoquinoline-1,3-dione (0.27 g, 0.58 mmol, from Example T1-A) in TFA (5 mL) at 0° C. was added a 1.0 M solution of boron tris(trifluoroacetate) in TFA (3 mL). The reaction was stirred at 0° C. for 2 hours. Ethyl ether was added forming a precipitate which was collected by filtration. The solid was taken up in chloroform, the organic layer washed with water, dried, filtered, and evaporated under reduced pressure to give 0.060 g of the title compound as the TFA salt, mp >250° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06362181B1 |
| Source dataset | uspto-grants-2002_03 |
| ORD ID | ord-a1e8b716a6484ca9911a748dc98b172f |
| Source note | uspto-grants-2002_03 |