HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → Methyl 5-(benzyloxy)-2-bromo-2',4'-difluorobiphenyl-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Dibromoisocyanuric acid | HCID 192912 | — |
| Reactant | Methyl 3-(benzyloxy)-2',4'-difluorobiphenyl-4-carboxylate | HCID 117992142 | — |
| Solvent | Water | HCID 962 | — |
| Product | Methyl 5-(benzyloxy)-2-bromo-2',4'-difluorobiphenyl-4-carboxylate | HCID 117992213 | 141.6% |
Reaction Steps
Dibromoisocyanuric acid (15.9 g) was added at room temperature to a DMF (150 mL) solution of methyl 3-(benzyloxy)-2′,4′-difluorobiphenyl-4-carboxylate (28.0 g), and the mixture was stirred overnight at the same temperature as above. Water was added to the reaction mixture at room temperature, followed by extraction with ethyl acetate. The obtained organic layer was washed with water and saturated saline in this order and dried over anhydrous magnesium sulfate, and then, the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate) to obtain the title compound (34.0 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09353108B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-9a24129254124ee68ae64bbec05d2c46 |
| Source note | uspto-grants-2016_05 |