HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → 4-Formyl-2-methoxyphenyl trifluoromethanesulfonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Vanillin | HCID 1183 | — |
| Reactant | Trifluoromethanesulfonic anhydride | HCID 67749 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-Formyl-2-methoxyphenyl trifluoromethanesulfonate | HCID 10802962 | 61% |
Reaction Conditions
| Temperature | -20 °C |
|---|
Reaction Steps
A stirred solution and cooled (20° C.) solution of 2 (5.0 g, 32.89 mmol) in CH2Cl2 (30 mL) was treated with pyridine (5.2 g, 65.82 mmol). After 15 min, Tf2O (11.13 g, 39.4 mmol) was added dropwise and stirred at −20° C. for 1 h. Reaction mixture was diluted with CH2Cl2 (100 mL). The organic layer was washed with water (50 mL), brine (50 mL) and dried, Solvent was evaporated under reduced pressure and residue purified by column chromatography (Silica gel, 60-120 mesh, hexane:ethyl acetate 93:7) to give 3 (5.7 g, 61%) as a syrup.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08519154B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-f3b24406dd8f4c06b7637d56596c3774 |
| Source note | uspto-grants-2013_08 |