Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Benzyl 4-Hydroxybenzoate | HCID 7180 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Pentafluoronitrobenzene | HCID 70154 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 11026176 | HCID 11026176 | 89% |
Reaction Steps
42.6 g of pentafluoronitrobenzene (0.2 mol) are dissolved in 300 ml of N-methylpyrrolidone. After 30 g of potassium carbonate (0.22 mol) have been added, the mixture is cooled to -5° C., and a solution of 45.6 g of benzyl 4-hydroxybenzoate (0.2 mol) in 300 ml of N-methylpyrrolidone is then added drop wise over the course of 30 minutes with stirring. After 1 hour, the reaction temperature is raised to 23° C. for 24 hours, and 800 ml of water and 300 ml of ethyl acetate are then added. The organic phase is separated, washed three times with water and dried over sodium sulphate. The solution is then concentrated in a rotary evaporator until yellow crystals precipitate. The reaction product is washed with petroleum ether (boiling range 60-80° C.) collected on a Buchner funnel and dried in a vacuum dryer under nitrogen at 40° C./10 mbar (Yield 89%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06096921 |
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| Source dataset | uspto-grants-2000_08 |
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| ORD ID | ord-0b143d88578e4476abfbc38ed3df1bc4 |
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| Source note | uspto-grants-2000_08 |
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