HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → Flucythrinate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Benzeneacetonitrile, alpha-hydroxy-3-phenoxy-, (alphaS)- | HCID 93218 | — |
| Reactant | 2-(4-Difluoromethoxyphenyl)-3-methylbutyryl chloride | HCID 13118567 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Flucythrinate | HCID 50980 | 24.8% |
Reaction Steps
A solution of 2-(4-difluoromethoxyphenyl)-3-methylbutyryl chloride (4.82 g) in methylene chloride (10 ml) is added to a methylene chloride solution (10 ml) of α-cyano-m-phenoxybenzyl alcohol (4.05 g) and pyridine (1.5 ml). The mixture is stirred for approximately 60 hours and filtered. The filtrate and the washings are evaporated and the residual oil (6.29 g) is purified on a silica column using 1:1 methylenechloride-hexane as an eluant. The solvent is evaporated and the residue treated with sodium borohydride. The resulting crude material is purified on a silica gel column to yield 2.01 g of product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04377531 |
| Source dataset | uspto-grants-1983_03 |
| ORD ID | ord-fcde79c2ebb34747a1b966c0a742421b |
| Source note | uspto-grants-1983_03 |