Claims
- 1. A process for preparing an iodohydroxylated olefin which comprises treating an olefin with an aqueous solution of an iodine monohalide selected from iodine monochloride and iodine monobromide.
- 2. The process according to claim 1, wherein the treatment is conducted at a temperature in a range of from about −25 to about 100° C.
- 3. The process according to claim 1, wherein the olefin is employed as a neat liquid or in an organic solvent.
- 4. The process according to claim 3, wherein the olefin is in an organic solvent selected from the group consisting of hydrocarbons, halohydrocarbons, ethers, esters, and nitriles.
- 5. The process according to claim 3, wherein the treatment is conducted with vigorous agitation.
- 6. The process according to claim 1, wherein the iodine monohalide is employed in an amount of from about 1 to about 10 equivalents per equivalent of olefin.
- 7. The process according to claim 1, wherein the pH is in a range of from about 2 to about 12.
- 8. The process according to claim 7, wherein the pH is in a range of from about 6 to about 12.
- 9. The process according to claim 8, wherein the pH is controlled by on-demand addition of base.
- 10. The process according to claim 1, wherein the aqueous solution of iodine monohalide is added at a rate of from about 0.2 to about 30 equivalents of iodine monohalide per equivalent of olefin per hour.
- 11. The process according to claim 1, wherein the olefin is of Formula (I):
- 12. The process according to claim 1, wherein the olefin is of Formula (II):
- 13. The process according to claim 12 wherein the olefin is:
- 14. The process according to claim 13, wherein the olefin is
- 15. The process according to claim 12, wherein the pH is in a range of from about 6 to about 12.
- 16. A process for preparing an iodohydrin of Formula (VII):
- 17. The process according to claim 16, wherein the treatment is conducted at a temperature in a range of from about −10 to about 85° C.
- 18. The process according to claim 16, wherein the iodine monohalide is employed in an amount of from about 1 to about 5 equivalents per equivalent of olefin II.
- 19. The process according to claim 16, wherein the treatment is conducted with vigorous agitation.
- 20. The process according to claim 16, wherein the pH is controlled by on-demand addition of base.
- 21. The process according to claim 16, wherein the organic solvent is selected from the group consisting of C1-C6 linear and branched halogenated alkanes, dialkyl ethers wherein each alkyl is independently a C1-C4 alkyl, C1-C6 linear and branched alkanes substituted with two —O—C1-C4 alkyl groups (which are the same or different), C4-C6 cyclic ethers and diethers, C1-C4 alkyl esters of C1-C6 alkylcarboxylic acids, and C2-C4 aliphatic nitrites.
- 22. The process according to claim 16, wherein the olefin is:
- 23. The process according to claim 22, wherein:
the treatment is conducted at a temperature in a range of from about −10 to about 85° C.; the iodine monohalide is iodine monochloride employed in an amount of from about 1 to about 5 equivalents per equivalent of the olefin; the treatment is conducted with vigorous agitation; and the solvent is selected from the group consisting of C1-C6 linear and branched halogenated alkanes, dialkyl ethers wherein each alkyl is independently a C1-C4 alkyl, C1-C6 linear and branched alkanes substituted with two —O—C1-C4 alkyl groups (which are the same or different), C4-C6 cyclic ethers and diethers, C1-C4 alkyl esters of C1-C6 alkylcarboxylic acids, and C2-C4 aliphatic nitrites.
- 24. The process according to claim 23, wherein the olefin is
- 25. The process according to claim 24, wherein:
the treatment is conducted at a pH of from about 7 to about 10; the treatment is conducted at a temperature in a range of from about 10 to about 50° C.; the iodine monochloride is employed in an amount of from about 1 to about 1.8 equivalents per equivalent of the olefin; and the solvent is a C1-C4 alkyl acetate.
Parent Case Info
[0001] This application claims the benefit of U.S. Provisional Application No. 60/353,643, filed Feb. 1, 2002.
Provisional Applications (1)
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Number |
Date |
Country |
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60353643 |
Feb 2002 |
US |