HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,6-Lutidine → 2-(3-Methoxyphenyl)oxazol-4-yl trifluoromethanesulfonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,6-Lutidine | HCID 7937 | — |
| Reactant | Trifluoromethanesulfonic anhydride | HCID 67749 | — |
| Reactant | 2-(3-methoxyphenyl)oxazol-4(5H)-one | HCID 59262964 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-(3-Methoxyphenyl)oxazol-4-yl trifluoromethanesulfonate | HCID 59262976 | 75% |
Reaction Steps
Compound 16 (516 mg, 1 eq) was dissolved in CH2Cl2. To the resulting solution, at 0° C., was added 501 μL (1.6 eq) of 2,6-lutidine, followed by the dropwise addition of Tf2O (681 ml, 1.5 eq). The resulting mixture was stirred for 4 h at RT, then an additional 501 μL (1.6 eq) of 2,6-lutidine and 681 ml (1.5 eq) of Tf2O were added. After 1 h, the mixture was evaporated and the residue purified by flash chromatography (SiO2, CH2Cl2/hexane, 9/1) giving 17 as a red oil in 75% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07700616B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-640e49137c154ada8ab3681e2d7d2d88 |
| Source note | uspto-grants-2010_04 |