HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → HCID 58307094, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | TBAF tetrahydrofuran | HCID 11078149 | — |
| Reactant | HCID 58306718 | HCID 58306718 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 58307094 | HCID 58307094 | 94.5% |
Reaction Steps
To a mixture of 4-amino-3-bromo-5-[(trimethylsilyl)ethynyl]benzonitrile (0.80 g) and tetrahydrofuran (3.0 mL) was added a 1 M tetrabutyl ammonium fluoride-THF solution (3.0 mL) under ice-cooling, followed by stirring at room temperature for 0.5 hour. To the reaction mixture was added water under ice-cooling, followed by extraction with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and then filtered. The filtrate was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (chloroform/hexane=30-50%) to obtain 4-amino-3-bromo-5-ethynylbenzonitrile (0.57 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08598355B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-578f4416a8e74f0da467b2e9d860bc39 |
| Source note | uspto-grants-2013_12 |