Process for preparing glycidylphthalimide
View Patent ↗A process for preparing glycidylphtalimide or it optically active compound by reacting a phthalimide alkalimetal salt with an epihalohydrin or an optically active epihalohydrin in an alcohol solvent; or by reacting phthalimide with an epihalohydrin or an optically active epihalohydrin in the presence of an alkali metal carbonate, an alkali metal hydrogencarbonate or a quaternary ammonium salt to obtain a N-(3-halogeno-2-hydroxypropyl)phthalimide and then by cyclizing the product with an alkali metal alkoxide.
1. A process for preparing a N-(3-halogeno-2-hydroxypropyl)phthalimide represented by the following formula (5):
wherein X is a halogen atom,
which comprises reacting phthalimide and an epihalohydrin represented by the following formula (3):
wherein X is the same as defined above,
in an organic solvent in the presence of an alkali metal carbonate, an alkali metal hydrogencarbonate or a quaternary ammonium salt (4) represented by the following formula:
R 1 R 2 R 3 R 4 N + X − (4)
wherein R 1 , R 2 , R 3 and R 4 are the same or different, C 1-16 alkyl, C 2-16 alkenyl, aryl-alkyl(C 1-16 ) or aryl, and X is chloro ion, bromo ion, iodo ion, hydrogensulfate ion or hydroxy ion.
2. The process for preparing an optically active N-(3-halogeno-2-hydroxypropyl)phthalimide of claim 1 , wherein the epihalohydrin is an optically active epihalohydrin.
3. The process for preparing an optically active N-(3-halogeno-2-hydroxypropyl)phthalimide of claim 1 , wherein the halogen atom in the epihalohidorin or the optically active epihalohydrin is chlorine atom.
4. The process claimed in claim 1 for preparing a N-(3-halogeno-2-hydroxypropyl)phthalimide or an optically active N-(3-halogeno-2-hydroxypropyl)phthalimide, wherein the organic solvent is an alcohol or an ether.
5. The process claimed in claim 4 for preparing a N-(3-halogeno-2-hydroxypropyl)phthalimide or an optically active N-(3-halogeno-2-hydroxypropyl)phthalimide, wherein the alcohol is methanol, isopropanol or tert-butanol, and the ether is tetrahydrofuran or 1,4-dioxane.
6. The process for preparing an optically active N-(3-halogeno-2-hydroxypropyl)phthalimide of claim 2 , wherein the halogen atom in the epihalohidorin or the optically active epihalohydrin is chlorine atom.
7. The process claimed in claim 2 for preparing a N-(3-halogeno-2-hydroxypropyl)phthalimide or an optically active N-(3-halogeno-2-hydroxypropyl)phthalimide, wherein the organic solvent is an alcohol or an ether.
8. The process claimed in claim 7 for preparing a N-(3-halogeno-2-hydroxypropyl)phthalimide or an optically active N-(3-halogeno-2-hydroxypropyl)phthalimide, wherein the alcohol is methanol, isopropanol or tert-butanol, and the ether is tetrahydrofuran or 1,4-dioxane.