HuagongsheHuagongshe Chemistry Print Report · For research reference only
Iodine → HCID 68490123, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Iodine | HCID 807 | — |
| Reactant | N,N,N',N'-Tetramethylethylenediamine | HCID 8037 | — |
| Reactant | 4-Methoxymethoxy-5-methyl-3-hydroxy-2-(1-methyl-1-phenylethyl)isoindolinone | HCID 68493786 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68490123 | HCID 68490123 | 60% |
Reaction Steps
In a similar manner to Step 3 of Example 16, 4-methoxymethoxy-5-methyl-3-hydroxy-2-(1-methyl-1-phenylethyl)isoindolinone (2.94 g, 8.61 mmol) was dissolved in THF (110 mL), and the solution was treated with TMEDA (4.20 mL, 27.8 mmol), sec-butyl lithium-hexane solution (0.95 mol/L, 29.0 mL, 27.6 mmol) and iodine (2.62 g, 10.3 mmol), followed by purification by flash column chromatography (hexane/ethyl acetate=4/1 to 7/3 to 6/4). The obtained solid was purified by slurry using hexane to obtain 4-methoxymethoxy-5-methyl-3-hydroxy-7-iodo-2-(1-methyl-1-phenylethyl)isoindolinone (2.40 g, yield 60%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07745641B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-633ec8009a6c499d8442696529d7dbc5 |
| Source note | uspto-grants-2010_06 |