HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 2-Methyl-1-(1-phenylethyl)-1H-indole-3-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | ethyl 2-methyl-1-(1-phenylethyl)-1H-indole-3-carboxylate | HCID 89740220 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-Methyl-1-(1-phenylethyl)-1H-indole-3-carboxylic acid | HCID 89740423 | 54.8% |
Reaction Steps
To a mixed solution of methanol and water (4 mL), ethyl 2-methyl-1-(1-phenylethyl)-1H-indole-3-carboxylate (300 mg, 0.98 mmol) and potassium hydroxide (546 mg, 9.76 mmol) was added. The mixture was refluxed with stirring for 4 hours. The reaction mixture was concentrated to give a residue. To the residue, water (10 mL) was added and the mixture was extracted with dichloromethane (20 mL×3). The organic phase was concentrated to give crude product 2-methyl-1-(1-phenylethyl)-1H-indole-3-carboxylic acid (150 mg). LRMS (M−H)− m/z: calcd 279.13. found 279.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09085583B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-a9d918f1177f42d5b65d2cad50cc21c7 |
| Source note | uspto-grants-2015_07 |