HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 1-Methyl-1H-indole-3-ethylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Tert-butyl N-[2-(1-methyl-1H-indol-3-YL)ethyl]carbamate | HCID 71202127 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-Methyl-1H-indole-3-ethylamine | HCID 23492 | 85.4% |
Reaction Steps
To a solution of tert-butyl (2-(1-methyl-1H-indol-3-yl)ethyl)carbamate (1.29 g, 4.71 mmol) in DCM (15 mL) was added TFA (7 mL) at ˜0° C. to 5° C. The resulting reaction mixture was stirred at room temperature for 1 h. The reaction mixture was concentrated to give the crude product which was diluted with DCM and washed with sodium bicarbonate aqueous solution. The organic layer was washed with brine, dried and concentrated to give the desired product (700 mg, 4.02 mmol, 85% yield) as yellow oil. MS (ESI) m/z 175.1 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09156798B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-5faad02c97c942e18f1d277cdf32f2f7 |
| Source note | uspto-grants-2015_10 |