Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Hexafluoroacetone | HCID 12695 | — |
| Reactant | (+)-Limonene | HCID 440917 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Product | HCID 19099814 | HCID 19099814 | 779.5% |
Reaction Steps
2,3-Divinylethylene oxide was prepared according to E. L. Stogryn et al., J. Org. Chem., 29, 1275 (1964). This compound (60 g, 0.625 mole) was mixed with d-limonene (2 g), tetra-n-butylammonium bromide (0.6 g), water (0.6 g) and hexafluoroacetone (108 g, 0.65 mole) in a 360 ml Shaker tube. The tube was sealed and was heated at 80° C./1 h4, 100° C./1hr and 120° C./6 hrs. The product mixture unloaded from the tube was distilled to give the desired product 30 g as a clear, colorless liquid. Bp. 50° C./30 mmHg. The structure was supported by its NMR spectroscopic data.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05233058 |
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| Source dataset | uspto-grants-1993_08 |
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| ORD ID | ord-092649497cf14ab1b786e48366efada0 |
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| Source note | uspto-grants-1993_08 |
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