HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-(4'-Trifluoromethylphenoxy)-alpha-phenoxy-propionic acid cyanomethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Hydroxyacetonitrile | HCID 7857 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-{4-[4-(Trifluoromethyl)phenoxy]phenoxy}propanoyl chloride | HCID 12906015 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-(4'-Trifluoromethylphenoxy)-alpha-phenoxy-propionic acid cyanomethyl ester | HCID 54211807 | 72.5% |
Reaction Steps
17.2 g (0.05 mole) of 4-(4'-trifluoromethylphenoxy)-α-phenoxypropionyl chloride are added dropwise at 10° C. to a mixture of 3.13 g (0.055 mole) of 100% hydroxyacetonitrile (cyanomethanol) and 5.5 g (0.54 mole) of triethylamine in 50 ml of methylene chloride. The reaction mixture is then stirred for 1 hour at room temperature. Then 100 ml of water are added and the organic phase is separated, filtered over a small column of silica gel and concentrated. The residual solid is triturated with petroleum ether, collected by filtration and dried, affording 13.2 g (72.5% of theory) of 4-(4'-trifluoromethylphenoxy)-α-phenoxy-propionic acid cyanomethyl ester with a melting point of 53°-56° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04226614 |
| Source dataset | uspto-grants-1980_10 |
| ORD ID | ord-ae3eba629c75405db67ee891671ea43d |
| Source note | uspto-grants-1980_10 |