HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Hydroxide → HCID 66897603, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | HCID 86652846 | HCID 86652846 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 66897603 | HCID 66897603 | 93.2% |
Reaction Steps
Ethyl 7-[(methylsulfonyl)oxy]-5-{[5-(methylsulfonyl)pyridin-2-yl]oxy}-1H-indole-2-carboxylate (11.74 g) was suspended in a mixture of tetrahydrofuran (300 mL) and ethanol (150 mL). A solution of potassium hydroxide (85%, 6.8 g) in water (100 mL) was added to the mixture at 0° C. The mixture was allowed to warm to room temperature and stirred for 12 h. The mixture was concentrated and 1M hydrochloric acid (130 mL) was added to the residue. The mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over magnesium sulfate, filtered and concentrated. The residual solid was washed with diethyl ether to give the title compound (8.39 g, 93%) as a brown solid. MS 349 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08673942B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-1fa424343f1a451ea7d8fc9e3df35ac3 |
| Source note | uspto-grants-2014_03 |