HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 75488679, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | HCID 86681628 | HCID 86681628 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 75488679 | HCID 75488679 | 90% |
Reaction Steps
To a solution of methyl 2-(4-(methylsulfonamido)-1H-indol-1-yl)acetate (620 mg, 2.196 mmol) in a 1:1 mixture of H2O and THF (10 ml), lithium hydroxide (526 mg, 21.96 mmol) was added, and the mixture was reacted for 1 hour at room temperature. The organic solvent was evaporated and 1N HCl was added to the aqueous residue (pH=2); the aqueous phase was extracted with ethyl acetate (3×20 ml), and the combined organic layers were dried over sodium sulfate. The crude was purified by flash chromatography on silica gel column (DCM:MeOH=95:5) affording 2-(4-(methylsulfonamido)-1H-indol-1-yl)acetic acid (530 mg, 1.975 mmol, 90% yield). MS/ESI+ 269.1 [MH]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09024027B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-9bce6ba9e0184d0faf31fb3bde68bf10 |
| Source note | uspto-grants-2015_05 |