HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Iodoaniline → HCID 66658583, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Iodoaniline | HCID 11995 | — |
| Reactant | 3-Methylbut-1-yne | HCID 69019 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 66658583 | HCID 66658583 | — |
Reaction Steps
To a solution of 2-iodoaniline (Aldrich, 5.0 g, 22.8 mmol) in Et3N (50 ml) in a re-sealable pressure tube was added copper (I) iodide (22 mg, 0.114 mmol), Pd(PPh3)2Cl2 (80 mg, 0.114 mmol), and 3-methylbut-1-yne (Alfa Aesar, 3.1 g, 45.7 mmol). The mixture was stirred at room temperature for 20 h and was diluted with Et2O, filtered through Celite, and concentrated in vacuo. The residue was purified by flash chromatography on silica gel eluting with 30% Et2O-hexanes to yield 2-(3-methylbut-1-ynyl)aniline (Compound 37) as orange oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08097644B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-94661b7cf3824e0a9ae5d4b6dd83905a |
| Source note | uspto-grants-2012_01 |