Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nitroethane | HCID 6587 | — |
| Reactant | Phenyl isocyanate | HCID 7672 | — |
| Reactant | 3,3,3-Trifluoropropene | HCID 12672 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 59168906 | HCID 59168906 | 40% |
Reaction Steps
To a solution of 3,3,3-trifluoroprop-1-ene (ca. 18 g) in diethyl ether (120 ml) was added subsequently at −78° C. nitroethane (5.74 g, 76.5 mmol), TEA (76 mg, 0.75 mmol) and phenyl isocyanate (18.2 g, 153 mmol), the solution was warmed to 22° C. and stirring was continued for 60 h. The suspension was filtered and the filtrate distilled from bulb to bulb at 75° C./1.0 mbar to give 3-methyl-5-(trifluoromethyl)-4,5-dihydroisoxazole (4.69 g) as a pale yellow liquid. MS: m/z=153 [M]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09067926B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-e8c0bfaea8174a64bb2aafc2fca95ccb |
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| Source note | uspto-grants-2015_06 |
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