HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyanoacetic acid → Perfluorophenyl 2-cyanoacetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyanoacetic acid | HCID 9740 | — |
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | Pentafluorophenol | HCID 13041 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Perfluorophenyl 2-cyanoacetate | HCID 20402415 | 94.1% |
Reaction Steps
To a solution of 2,3,4,5,6-pentafluorophenol (1.08 g, 5.88 mmol) and 2-cyanoacetic acid (0.50 g, 5.9 mmol) in DCM (20 mL) was added DCC (1.21 g, 5.88 mmol). After stirring for about 4 h at ambient temperature, the reaction was concentrated under reduced pressure and then purified over silica gel (20 g) using DCM as the eluent to afford perfluorophenyl 2-cyanoacetate as a white solid (1.39 g, 94%): 1H NMR (400 MHz, CDCl3) δ 3.85 (s, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09365579B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-168ae016ac0e453781d9e19f97d70e4f |
| Source note | uspto-grants-2016_06 |