Process for making beta, gamma-unsaturated ester, carbamates and sulfonamides
AssigneeThe Dow Chemical Company
InventorKevin A. Frazier
Life of this patent
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Abstract
.beta.,.gamma.-Unsaturated non-epoxide ethers react with carboxylic acids, carbamates or sulfonamides to form the corresponding .beta.,.gamma.-unsaturated esters, carbamates or sulfonamides. The reaction is catalyzed with sulfonated polystyrene beads and is promoted by copper (I) chloride.
Claims18
A process for the formation of .beta.,.gamma.-unsaturated esters, carbamates and sulfonamides wherein no salt is formed which comprises contacting a .beta.,.gamma.-unsaturated non-epoxide ether with an organic compound selected from the group consisting of carboxylic acids, carbamates and sulfonamides in the presence of a catalytic amount of a catalyst;
- the catalyst containing (1) a sulfonic acid, (2) BF.sub.3, (3) AlCl.sub.3, (4) BF.sub.3.(CH.sub.3 CH.sub.2).sub.2 O, (5) sulfuric acid or (6) a combination thereof;
- and, in the presence of a promoting amount of a promoter selected from the group consisting of copper (I) salts and cobalt (II) salts under conditions sufficient to form the corresponding .beta.,.gamma.-unsaturated ester, carbamate or sulfonamide.
A process for the salt-free formation of allyl esters, carbamates and sulfonamides which comprises contacting allyl methyl ether with an organic compound selected from the group consisting of carboxylic acids, carbamates and sulfonamides in the presence of a catalytic amount of sulfonated polystyrene beads and a promoting amount of copper (I) chloride under conditions sufficient to form the corresponding allyl ester, allyl carbamate or allyl sulfonamide.
A process for the formation of allyl esters wherein no salt is formed which comprises contacting a non-epoxide allyl ether with an organic carboxylic acid in the presence of a catalytic amount of sulfonated polystyrene beads and a promoting amount of copper (I) chloride under conditions sufficient to form the corresponding allyl ester.
Dependencies are inferred from the claim text.