HuagongsheHuagongshe Chemistry Print Report · For research reference only
Iodine → 3-Hydroxy-4,5-dichloro-7-iodo-2-(1-methyl-1-phenylethyl)isoindolinone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Iodine | HCID 807 | — |
| Reactant | N,N,N',N'-Tetramethylethylenediamine | HCID 8037 | — |
| Reactant | 4,5-Dichloro-3-hydroxy-2-(1-methyl-1-phenylethyl)isoindolinone | HCID 68490835 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-Hydroxy-4,5-dichloro-7-iodo-2-(1-methyl-1-phenylethyl)isoindolinone | HCID 68488732 | 64% |
Reaction Steps
In a similar manner to Step 3 of Example 16, 4,5-dichloro-3-hydroxy-2-(1-methyl-1-phenylethyl)isoindolinone (400 mg, 1.19 mmol) was dissolved in THF (16 mL), and the solution was treated with TMEDA (0.718 mL, 4.76 mmol), sec-butyl lithium-hexane solution (0.99 mol/L, 4.8 mL, 4.76 mmol) and iodine (453 mg, 1.79 mmol), followed by purification by flash column chromatography (chloroform/methanol=95/5 to 90/10) to obtain 3-hydroxy-4,5-dichloro-7-iodo-2-(1-methyl-1-phenylethyl)isoindolinone (350 mg, yield 64%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07745641B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-0029dea66acd49b9b97bb7a19d7ddd61 |
| Source note | uspto-grants-2010_06 |