HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 12748355, compound → 2-(2-Phenyloxazol-5-ylmethyl)isoindole-1,3-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 12748355 | HCID 12748355 | — |
| Reactant | Phthalimide potassium salt | HCID 24194345 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-(2-Phenyloxazol-5-ylmethyl)isoindole-1,3-dione | HCID 69129577 | 99.8% |
Reaction Steps
Dissolve 5-bromomethyl-2-phenyloxazole (1.17 g, 4.94 mmol) in dimethylformamide (15 mL) and add dropwise to a solution of potassium phthalimide (1.1 g, 5.93 mmol) in dimethylformamide (15 mL). Stir the reaction under nitrogen at room temperature overnight, concentrate to remove dimethylformamide, dissolve in ethyl acetate (75 mL), wash with saturated Na2CO3 (50 mL), and brine (75 mL). Dry the organic phase (Na2SO4), filter, and concentrate. Perform flash chromatography on silica gel eluting with 4:1 to 1:1 Hex/ethyl acetate to afford 1.5 g of 2-(2-phenyloxazol-5-ylmethyl)isoindole-1,3-dione as an off-white solid. MS: m/e=305 (MH+)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07265246B2 |
| Source dataset | uspto-grants-2007_09 |
| ORD ID | ord-ead33618bae447eba2633c79213d5575 |
| Source note | uspto-grants-2007_09 |