HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 4-Chloro-5-[3-(tert-butyldimethylsiloxy)propoxy]-7-iodoisoindolinone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (3-Bromopropoxy)(tert-butyl)dimethylsilane | HCID 607486 | — |
| Reactant | 4-Chloro-5-hydroxy-7-iodoisoindolinone | HCID 68489249 | — |
| Catalyst | Tetrabutylammonium Iodide | HCID 67553 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-Chloro-5-[3-(tert-butyldimethylsiloxy)propoxy]-7-iodoisoindolinone | HCID 68492517 | 79.7% |
Reaction Steps
In a similar manner to Step 1 of Example 429, 4-chloro-5-hydroxy-7-iodoisoindolinone (100 mg, 0.323 mmol) was dissolved in DMF (3.0 mL), and the solution was treated with potassium carbonate (134 mg, 0.969 mmol), tetrabutylammonium iodide (11.8 mg, 0.032 mmol) and tert-butyl(3-bromopropoxy)dimethylsilane (0.112 mL, 0.485 mmol), followed by purification by flash column chromatography (chloroform/methanol=99/1, 19/1) to obtain 4-chloro-5-[3-(tert-butyldimethylsiloxy)propoxy]-7-iodoisoindolinone (124 mg, yield 79%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07745641B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-466c88c3583141a7bc59d2c2395d2f4b |
| Source note | uspto-grants-2010_06 |