HuagongsheHuagongshe Chemistry Print Report · For research reference only
Fusaric Acid → 3-Fluoro-4cyanophenyl 5-n-butylpicolinate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Fusaric Acid | HCID 3442 | — |
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | 2-Fluoro-4-hydroxybenzonitrile | HCID 2734675 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-Fluoro-4cyanophenyl 5-n-butylpicolinate | HCID 13709897 | 10% |
Reaction Steps
5-n-butyl picolinic acid (1.8 g) and 3-fluoro-4-cyanophenol (1.4 g) were dissolved in methylene chloride (30 ml). While the resulting solution was kept at 0° C. or lower, a solution (20 ml) of dicyclohexylcarbodimide (2.1 g) in methylene chloride was dropped to the above solution, followed by further agitating for 3 hours, filtering off the resulting solids, adding 2N-NaOH aqueous solution to the filtrate, separating the methylene chloride layer, washing it with water till the washing water became neutral, distilling off the solvent from the methylene chloride layer and recrystallizing the residue from ethanol to obtain the objective 3-fluoro-4cyanophenyl 5-n-butylpicolinate (0.3 g) having a m.p. of 45.1°-46.1° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04659500 |
| Source dataset | uspto-grants-1987_04 |
| ORD ID | ord-4271be2515944a68886db3f4397c44fb |
| Source note | uspto-grants-1987_04 |