Patent ID: 6362363
Filing Date: 2002-03-26
Classification: C07C,C07F

Abstract:
A method for making a vinyl carbamate, said method comprising:(a) reacting a compound represented by the formula (II): X2C(O)X1R1â€ƒâ€ƒ(II) â€ƒwherein X2 is a halogen other than fluorine, X1 is oxygen or sulfur and R1 is a substituted or an unsubstituted aliphatic alkyl, aryl, aryl alkyl, olefinic, vinyl, or cycloaliphatic group, with a compound represented by the formula (III): M1â€”Fâ€ƒâ€ƒ(III) â€ƒwherein M1 is selected from a Group IA metal, in the presence of a first phase transfer catalyst and a first organic solvent, to form a compound represented by the formula (IV): FC(O)X1R1â€ƒâ€ƒ(IV) (b) reacting a compound represented by the formula (IV) with a compound represented by the formula (V): CH2&boxH;CHOSi(R2)3â€ƒâ€ƒ(V) â€ƒwherein R2 is a substituted or an unsubstituted aliphatic alkyl, aryl, aryl alkyl olefinic, vinyl, or cycloaliphatic group, or any combination thereof, in the presence of a metal salt represented by the formula M2â€”F wherein M2 is a Group IA metal, a second phase transfer catalyst, and a second organic solvent, to form the compound represented by formula (I): CH2&boxH;CHOC(O)X1R1â€ƒâ€ƒ(I) â€ƒwherein X1 is oxygen or sulfur and R1 is a substituted or an unsubstituted aliphatic alkyl, aryl, aryl alkyl, olefinic, vinyl, or cycloaliphatic group; and (c) reacting the compound represented by formula (I) with a compound represented by the formula (VI): NHR3R4â€ƒâ€ƒ(VI) â€ƒwherein R3 and R4 may be the same or different and are selected from a substituted or unsubstituted aliphatic alkyl, aryl, aryl alkyl, olefinic, cycloaliphatic, hydrogen or combinations thereof, to form a vinyl carbamate compound represented by the formula (VI): R3R4NC(O)OCH&boxH;CH2â€ƒâ€ƒ(VII).