HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,6-Lutidine → HCID 22457555, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,6-Lutidine | HCID 7937 | — |
| Reactant | Dabco | HCID 9237 | — |
| Reactant | Trifluoromethanesulfonic anhydride | HCID 67749 | — |
| Reactant | Trifluoromethanesulfonate | HCID 2758875 | — |
| Reactant | HCID 15117216 | HCID 15117216 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 22457555 | HCID 22457555 | 75.4% |
Reaction Steps
3-Hydroxy-1-allyloxycarbonylpyrrolidine (0.34 g, 1.99 mmol) was dissolved in CH2Cl2 (40 mL). 2,6-Lutidine (0.7 mL, 6 mmol) was added at -20° C. followed by adding triflic anhydride (0.5 mL, 2.97 mmol). The mixture was kept at -20° C. for 40 min, diluted with CH2Cl2, washed with water, 0.1 N HCl aqueous solution, water and brine, dried over Na2SO4 and concentrated to give the trifalte (0.63 g). The triflate (0.43 g, 1.42 mmol) was reacted with 1,4-diazabicyclo[2.2.2]octane (0.15 g, 1.34 mmol) in CH3CN overnight. The solvent was removed and the residue was dried under vacuum to give the product (0.42 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06140318 |
| Source dataset | uspto-grants-2000_10 |
| ORD ID | ord-1950e263f15b429da687c2b11db59c67 |
| Source note | uspto-grants-2000_10 |