HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Hydroxybenzaldehyde → 4-(2,2-Difluoroethoxy)Benzaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Hydroxybenzaldehyde | HCID 126 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2,2-Difluoroethyl trifluoromethanesulfonate | HCID 2774089 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 4-(2,2-Difluoroethoxy)Benzaldehyde | HCID 19436202 | — |
Reaction Steps
A mixture of commercially available 4-hydroxybenzaldehyde (2.000 g; 16.40 mmol), 2,2-difluoroethyl trifluoromethanesulfonate (3.506 g; 16.40 mmol), and Cs2CO3 (8.004 g; 24.60 mmol) in anh. DMF (30 ml) was stirred at rt, under nitrogen, for 18 h. Water and AcOEt were added and the organic layer was washed with water, dried over anh. MgSO4, filtered, and concentrated to dryness under reduced pressure affording 4-(2,2-difluoroethoxy)benzaldehyde as an orange oil. LC-MS (conditions A): tR=0.65 min.; no ionisation.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09242970B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-d1ead4252f044122adf5abe54b4bafc0 |
| Source note | uspto-grants-2016_01 |