Alpha- haloenamine reagents
AssigneePharmacia Corporation
InventorDennis P. Phillion
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Abstract
The present invention describes immobilized haloenamine reagents, immobilized tertiary amides, methods for their preparation, and methods of use.
Claims64
A process for the preparation of an α-haloenamine, the process comprising combining a tertiary amide with a pentavalent phosphorous halide in a solvent to form an α-haloiminium salt and converting the α-haloiminium salt to the α-haloenamine with a base, the pentavalent phosphorous halide having at least two halogen atoms bonded to the pentavalent phosphorous atom.
A process for dehydrating a non-aqueous solvent, the process comprising combining the solvent with an immobilized α-haloenamine reagent.
A process for converting a hydroxy-containing compound or a thiol-containing compound to the corresponding halide, the process comprising contacting the hydroxy-containing compound or thiol-containing compound with an immobilized α-haloenamine.
An immobilized α-haloenamine reagent having the formula:
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- wherein
- R1 and R4 are independently hydrocarbyl, substituted hydrocarbyl, hydrocarbyloxy, or substituted hydrocarbyloxy;
- R2 and R3 are independently hydrogen, hydrocarbyl, substituted hydrocarbyl, hydrocarbylthio, substituted hydrocarbylthio, hydrocarbylcarbonyl, substituted hydrocarbylcarbonyl, hydrocarbyloxycarbonyl, substituted hydrocarbyloxycarbonyl, phosphinyl, thiophosphinyl, sulfinyl, sulfonyl, halo, cyano, or nitro, and X is halo,
- provided at least one of R1, R2, R3 and R4 comprises a support which enables physical separation of the reagent from a liquid mixture.
Dependencies are inferred from the claim text.