HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methoxybenzyl bromide → 1-(4-Methoxybenzyl)-1H-pyrazole-4-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methoxybenzyl bromide | HCID 165021 | — |
| Reactant | 1H-Pyrazole-4-carbonitrile | HCID 564449 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-(4-Methoxybenzyl)-1H-pyrazole-4-carbonitrile | HCID 86690957 | — |
Reaction Steps
At 0° C., 1 g (10.7 mmol) of 1H-pyrazole-4-carbonitrile and 2.4 g (11.8 mmol) of 4-methoxybenzyl bromide were initially charged in 22 ml of THF. 1.3 g (11.8 mmol) of potassium tert-butoxide were added a little at a time, and the reaction was stirred at RT overnight. The precipitated solid was then filtered off, and the mother liquor was freed from the solvent on a rotary evaporator. The residue was dissolved in ethyl acetate and the solution was washed with water and saturated sodium chloride solution, dried over sodium sulphate, filtered and concentrated. This gave 2 g (87% of theory) of the title compound, which was used without further purification for the subsequent step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09394309B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-4a45050454c04afcbf70a54ef9a0d1c8 |
| Source note | uspto-grants-2016_07 |