HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 15859770, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | HCID 89739132 | HCID 89739132 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 15859770 | HCID 15859770 | 72% |
Reaction Steps
A mixture of tert-butyl 1-benzoyl-2-methyl-1H-indole-3-carboxylate (440 mg, 1.3 mmol), lithium hydroxide monohydrate (276 mg, 6.6 mmol), tetrahydrofuran (12 mL), methanol (4 mL) and water (4 mL) was stirred at room temperature for 4 hours. The mixture was concentrated, acidified to pH 2 with concentrated hydrochloric acid and extracted with ethyl acetate (20 mL×3). The organic phase was dried over anhydrous sodium sulfate, filtered and concentrated to give 1-benzoyl-2-methyl-1H-indole-3-carboxylic acid (260 mg, 72%). LRMS (M+H) m/z: calcd 279.13. found 279.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09371331B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-ce6ceca85e7143d3b897147d65e87714 |
| Source note | uspto-grants-2016_06 |