Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hexafluoroacetone | HCID 12695 | — |
| Reactant | tert-Butyl carbamate | HCID 77922 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 22282534 | HCID 22282534 | — |
Reaction Steps
The 2-tert-butoxy-4,4-bis(trifluoromethyl)-1,3-oxazabuta-1 ,3-diene of formula II can be obtained by the method described by Steglich et al., Chemische Berichte 107:1488 (1974). The starting materials are tert-butyl carbamate ((CH3)3C—O—CO—NH2) and anhydrous hexafluoroacetone, which are initially reacted, for example, in a solvent such as dichloromethane at room temperature, to give 2-tert-butoxycarbonylamino-2-hydroxy-1,1,1,3,3,3-hexafluoropropane. This intermediate is then converted, for example, in a solvent such as diethyl ether at temperatures from about 0° C. to about 10° C., by treatment with trifluoroacetic anhydride in the presence of a base (e.g., quinoline), into the compound of formula II, which can be purified by distillation. Details of the preparation are described below.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06794517B2 |
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| Source dataset | uspto-grants-2004_09 |
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| ORD ID | ord-c034556230684a0cab08842a7b3cc708 |
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| Source note | uspto-grants-2004_09 |
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