HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 4-Phenoxy-3-hydroxy-2-(1-methyl-1-phenylethyl)isoindolinone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | N,N,N',N'-Tetramethylethylenediamine | HCID 8037 | — |
| Reactant | 3-phenoxy-N-(1-methyl-1-phenylethyl)benzamide | HCID 68490592 | — |
| Reactant | HCID 178444656 | HCID 178444656 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-Phenoxy-3-hydroxy-2-(1-methyl-1-phenylethyl)isoindolinone | HCID 68488471 | 90.1% |
Reaction Steps
In a similar manner to Step 2 of Example 16, 3-phenoxy-N-(1-methyl-1-phenylethyl)benzamide (4.00 g, 12.1 mmol) was dissolved in THF (160 mL), and the solution was treated with TMEDA (5.80 mL, 38.7 mmol), sec-butyllithium-hexane solution (0.99 mol/L, 39.0 mL, 38.7 mmol) and DMF (2.10 mL, 26.6 mmol), followed by purification by slurry using diisopropylether to obtain 4-phenoxy-3-hydroxy-2-(1-methyl-1-phenylethyl)isoindolinone (3.92 g, yield 90%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07745641B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-4874deb46f9647a5996b4bb427bfdff0 |
| Source note | uspto-grants-2010_06 |