HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2-(2-Carboxyfuran-5-yl-methyl)-1-(4-fluorobenzyl)-5-methanesulfonylindole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | 2-(2-Ethoxycarbonylfuran-5-yl-methyl)-1-(4-fluorobenzyl)-5-methanesulfonylindole | HCID 22504415 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 2-(2-Carboxyfuran-5-yl-methyl)-1-(4-fluorobenzyl)-5-methanesulfonylindole | HCID 22504403 | 35.5% |
Reaction Steps
To a solution of the compound obtained in Example 30 (6) (0.003 g) in 1,4-dioxane (0.5;ml), a 10% aqueous lithium hydroxide solution (0.5 ml) was added at −5° C. under argon atmosphere and the mixture was stirred for 2 hours. To the reaction solution was then added a 10% aqueous hydrochloric acid solution and the mixture was extracted with chloroform. The organic layer was washed with a saturated aqueous NaCl solution, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The resulting residue was separated using silica gel preparative thin-layer chromatography (chloroform:methanol=9:1) to obtain 0.001 g of the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07612070B2 |
| Source dataset | uspto-grants-2009_11 |
| ORD ID | ord-1f3d2f1cd24e43bf957bd4963a20402d |
| Source note | uspto-grants-2009_11 |