HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 4-Hydroxy-7-iodo-2-(1-methyl-1-phenylethyl)isoindolinone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Triethylsilane | HCID 12052 | — |
| Reactant | 4-Methoxymethoxy-3-hydroxy-7-iodo-2-(1-methyl-1-phenylethyl)isoindolinone | HCID 68491977 | — |
| Solvent | Nitromethane | HCID 6375 | — |
| Product | 4-Hydroxy-7-iodo-2-(1-methyl-1-phenylethyl)isoindolinone | HCID 68489391 | 59% |
| Product | HCID 68490938 | HCID 68490938 | 27% |
Reaction Steps
In a similar manner to Step 4 of Example 16, 4-methoxymethoxy-3-hydroxy-7-iodo-2-(1-methyl-1-phenylethyl)isoindolinone (500 mg, 1.10 mmol) was dissolved in nitromethane (25 mL), and the solution was treated with trifluoroacetic acid (0.525 mL, 6.82 mmol) and triethylsilane (0.527 mL, 3.30 mmol), followed by purification by flash column chromatography (chloroform/methanol=100/0, 99/1) to obtain 4-hydroxy-7-iodo-2-(1-methyl-1-phenylethyl)isoindolinone (257 mg, yield 59%) and 4-methoxymethoxy-7-iodo-2-(1-methyl-1-phenylethyl)isoindolinone (131 mg, yield 27%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07745641B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-d928066073f843f3bedb7368cd7aa256 |
| Source note | uspto-grants-2010_06 |