Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 68716595 | HCID 68716595 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 57608231 | HCID 57608231 | 92.2% |
Reaction Steps
To an N,N-dimethylformamide (3 mL) solution of 2-(6-hydroxy-benzo[b]thiophen-2-ylmethyl)-isoindole-1,3-dione (121 mg, 0.391 mmol) were added potassium carbonate (162 mg, 1.17 mmol) and benzyl bromide (70 μL, 0.587 mmol). The mixture was stirred at 100° C. for 30 minutes. The reaction mixture was distributed between ethyl acetate and water. The organic layer was washed with water followed by drying over anhydrous magnesium sulfate and filtering. The filtrate was concentrated under a reduced pressure and the resulting residue was purified by silica gel chromatography (hexane:ethyl acetate=10:1 to 4:1 and then 1:1) to obtain the title compound (144 mg, 92%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07829585B2 |
|---|
| Source dataset | uspto-grants-2010_11 |
|---|
| ORD ID | ord-82eaf7dc63ae492297b01b336fddc886 |
|---|
| Source note | uspto-grants-2010_11 |
|---|