HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(Bromomethyl)-1,3-difluorobenzene → HCID 117858409, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(Bromomethyl)-1,3-difluorobenzene | HCID 581435 | — |
| Reactant | HCID 178428601 | HCID 178428601 | — |
| Catalyst | HCID 178418647 | HCID 178418647 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 117858409 | HCID 117858409 | 61.7% |
Reaction Steps
A mixture of 5.00 g (24.2 mmol, 1.0 eq.) of 2,6-difluorobenzyl bromide [CAS No: 85118-00-9] and 3.16 g (29.0 mmol, 1.2 eq.) of 2-hydroxy-4-methylpyridine [CAS No: 13466-41-6] was dissolved in 50 ml of THF. The solution was admixed with 7.99 g (29.0 mmol, 1.2 eq.) of silver carbonate and the mixture was heated to reflux with exclusion of light overnight. Subsequently, the reaction mixture was filtered through kieselguhr and eluted with ethyl acetate, and the filtrate was concentrated. The crude product was purified by means of Biotage Isolera (100 g silica gel cartridge, cyclohexane/ethyl acetate gradient, 0% to 10% ethyl acetate). 3.51 g of the title compound were obtained (61% of theory).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09422285B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-b4e113f6221b4228a96b9e6c04482d24 |
| Source note | uspto-grants-2016_08 |