HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Ethyl 5-chloro-2-[1-(2-trifluoromethylphenyl)methylidene]pentanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | o-(Trifluoromethyl)benzaldehyde | HCID 123067 | — |
| Reactant | Ethyl 5-chloro-2-(diethoxyphosphoryl)pentanoate | HCID 86602479 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Ethyl 5-chloro-2-[1-(2-trifluoromethylphenyl)methylidene]pentanoate | HCID 66618943 | — |
Reaction Steps
2-(Trifluoromethyl)benzaldehyde (1 g) and ethyl 5-chloro-2-(diethoxyphosphoryl)pentanoate (CAS No. 870843-20-2, 2.1 g) were dissolved in a mixed solvent of tetrahydrofuran (30 mL) and ethanol (10 mL). Lithium hydroxide (412 mg) was added and the mixture was stirred at room temperature overnight. Water was added to the reaction solution, followed by extraction with ethyl acetate. The resulting organic layer was washed with brine and then dried over anhydrous sodium sulfate. The drying agent was separated by filtration, and then the organic layer was concentrated under reduced pressure. The residue was purified by silica gel column chromatography to obtain a geometric isomer mixture of the title compound (1.4 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08754100B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-c26771b3fe8042b09ab5aeafb97efad5 |
| Source note | uspto-grants-2014_06 |