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ChemicalBook CAS DataBase List (S)-(+)-Glycidyl Phthalimide

(S)-(+)-Glycidyl Phthalimide synthesis

11synthesis methods

Product Name:(S)-(+)-Glycidyl Phthalimide
CAS Number:161596-47-0
Molecular formula:C11H9NO3
Molecular Weight:203.19

Phthalimide and (S)-1-substituent propylene oxide are used as raw materials, a reaction occurs under the action of a catalyst to generate 2-((S)-3-substituent-2-hydroxypropyl isodihydroindole-1,3-dione, and finally (S)-glycidyl phthalimide is generated by means of a ring-closure reaction.
(S)-( )-GLYCIDYL PHTHALIMIDE

(S)-2-(3-chloro-2-hydroxypropyl)isoindoline-1,3-dione

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Yield:161596-47-0 94%

Reaction Conditions:

with sodium carbonate in 5,5-dimethyl-1,3-cyclohexadiene; for 4 h;Reflux;Green chemistry;

Steps:

7 Example 7: S-N-glycidylphthalimide (Compound III)

The compound I obtained from Example 4 (50.0 g 0.21 mol), sodium carbonate 22.0 g, and xylene 250 g were placed in a four-necked bottle with a water separator. Stirring; heating and refluxing for 4 h.The reaction was completed until the residual of the compound I in the reaction solution was ≤1.0%.Sodium carbonate was removed by filtration, and the filtrate was washed with 2×100 g of water, concentrated,Crystallization was carried out by adding 200 g of methanol to obtain 40.0 g of S-N-glycidylphthalimide (yield 94%; HPLC 99.62%; ee 99.80%).

References:

CN108440382,2018,A Location in patent:Paragraph 0075; 0076; 0077