HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 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 | N-(2-Phenylpropan-2-yl)benzamide | HCID 13051953 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-Hydroxy-2-(1-methyl-1-phenylethyl)isoindolinone | HCID 10989242 | 97% |
Reaction Steps
In a similar manner to Step 2 of Example 16. N-(1-methyl-1-phenylethyl)benzamide (5.00 g, 20.9 mmol) was dissolved in THF (200 mL), and the solution was treated with TMEDA (10.0 mL, 66.9 mmol), sec-butyl lithium-hexane solution (1.01 mol/L, 66.0 mL, 66.9 mmol) and DMF (3.60 mL, 46.0 mmol), followed by purification by slurry using diisopropylether to obtain 3-hydroxy-2-(1-methyl-1-phenylethyl)isoindolinone (5.40 g, yield 97%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07745641B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-aeb0bc5aa9254bc8b8d75b96b970ae4c |
| Source note | uspto-grants-2010_06 |