HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 1-[4-(Trifluoromethyl)phenyl]-3-bromo-1-propene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Carbon tetrabromide | HCID 11205 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | (E)-3-(4-(trifluoromethyl)phenyl)prop-2-en-1-ol | HCID 10512285 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | 1-[4-(Trifluoromethyl)phenyl]-3-bromo-1-propene | HCID 11630341 | 99.2% |
Reaction Steps
To a solution of the alcohol obtained in step 2 (10 g) in dimethylacetamide (100 ml) at room temperature were added triphenylphosphine (23 g) and carbon tetrabromide (29 g). The resulting solution was stirred at room temperature for 1 h, poured into water and extracted with ethyl acetate. The organic phase was washed with water and brine, dried over sodium sulfate and filtered over silica gel to give 13 g of the desired product as a white solid (95%) which was characterized by its mass and NMR spectra.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09174987B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-4796d944e9764fef82c199ce847a9db3 |
| Source note | uspto-grants-2015_11 |