HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-ethyl-5-fluoro-1H-indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2-But-1-ynyl-4-fluorophenylamine | HCID 58080372 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | 2-ethyl-5-fluoro-1H-indole | HCID 20517172 | 83.2% |
Reaction Steps
Under argon 4.9 g potassium-tert-butoxide are suspended in 25 ml N-methyl-2-pyrrolidinone and a suspension of 3.4 g 2-but-1-ynyl-4-fluorophenylamine in 25 ml N-methyl-2-pyrrolidinone is added dropwise thereto. The reaction mixture is stirred for 3 hours at ambient temperature and mixed with water. The product is extracted with diethyl ether and purified by chromatography (silica gel, cyclohexane/ethyl acetate 100/0-90/10). 2.83 g product are obtained in the form of a solid. 1H NMR (400 MHz, DMSO): 2.72 (2H, q); 1.27 (3H, t).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09161927B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-0d0c4b3599d04e63a7999c9a64a9e5f7 |
| Source note | uspto-grants-2015_10 |