Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Bromopropane | HCID 6358 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 20343275 | HCID 20343275 | — |
| Catalyst | Dicyclohexano-18-crown-6 | HCID 85955 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | HCID 20343306 | HCID 20343306 | 100.1% |
Reaction Steps
A mixture of 39.85 g (0.171 mol) of p-(1,1,2,2-tetrafluoroethoxy)phenylacetonitrile, 3.71 g (9.96 mmol, 5.8 mol %) of dicyclohexyl-18-crown-6, 22.0 ml (28.8 g, 0.234 mol) of 2-bromopropane, 55 ml of benzene, and 55 ml of 50% sodium hydroxide is stirred for 45 minutes during which there is an exotherm from 25° C. to 43° C. The reaction mixture is then heated at 45° C. for 16.5 hours. After dilution with 200 ml of water, the reaction mixture is extracted with 200 ml of ether. The ether solution is washed with 400 ml of 12% hydrochloric acid, 200 ml of 5% hydrochloric acid, and 300 ml of water. The ether solution is dried with sodium sulfate, filtered, and then evaporated to give 47.13 g of an oil. This oil is vacuum distilled to give 34.83 g (74%), boiling point 83° C. to 85° C. at 0.055 to 0.090 mm Hg.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04199595 |
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| Source dataset | uspto-grants-1980_04 |
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| ORD ID | ord-3e108a8b17f8451f9424f15af789e500 |
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| Source note | uspto-grants-1980_04 |
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