HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 4,5-Dichloro-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 | 3,4-dichloro-N-(1-methyl-1-phenylethyl)benzamide | HCID 13051957 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4,5-Dichloro-3-hydroxy-2-(1-methyl-1-phenylethyl)isoindolinone | HCID 68490835 | 83% |
Reaction Steps
In a similar manner to Step 2 of Example 16, 3,4-dichloro-N-(1-methyl-1-phenylethyl)benzamide (2.85 g, 9.25 mmol) was dissolved in THF (114 mL), and the solution was treated with TMEDA (4.50 mL, 29.6 mmol), sec-butyl lithium-hexane solution (1.01 mol/L, 29.3 mL, 29.6 mmol) and DMF (1.60 mL, 20.4 mmol), followed by purification by slurry using diisopropylether to obtain 4,5-dichloro-3-hydroxy-2-(1-methyl-1-phenylethyl)isoindolinone (2.58 g, yield 83%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07745641B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-a6ba8287dbca4f79b375dda3c3f8c672 |
| Source note | uspto-grants-2010_06 |