HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Methyl 2-bromo-4-(trifluoromethyl)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Bromo-4-(trifluoromethyl)benzoic acid | HCID 67605 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 2-bromo-4-(trifluoromethyl)benzoate | HCID 46311084 | 83.2% |
Reaction Steps
To a solution of 2 g (7.434 mmol) 2-bromo-4-trifluoromethyl-benzoic acid (CAS: 328-89-2) in 20 ml DMF under nitrogen at room temperature, was added 1.13 g (8.177 mmol) potassium carbonate and 557 ul (8.921 mmol) methyl iodide. The mixture was stirred overnight under nitrogen. The mixture was poured into water (300 ml). The aqueous layer was extracted with ethyl acetate (2×80 ml). The combined extracts were dried over sodium sulfate, filtered and concentrated in vacuo. The crude oil was purified on silica gel (eluent: heptane/ethyl acetate 0 to 10%) to provide 1.75 g (83%) of the title compound as an orange oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08080541B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-a50aef0e1b1340efa23cb6d811da144b |
| Source note | uspto-grants-2011_12 |