Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phthalimide | HCID 6809 | — |
| Reactant | (-)-Epichlorohydrin | HCID 2734062 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Catalyst | Benzyltrimethylammonium chloride | HCID 5963 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | HCID 53485842 | HCID 53485842 | 89% |
Reaction Steps
To a reaction vessel were added phthalimide 4.00 g (27.2 mmol), (R)-epichlorohydrin 4.52 g (49.0 mmol), benzyl trimethylammonium chloride 126 mg (0.68 mmol) and isopropanol 25 mL, and the mixture was stirred at 40° C. for 24 hours. To this mixture were dropped a mixture of potassium tert-butoxide 3.66 g (32.6 mmol) and isopropanol 15 mL and the mixture was stirred at 20° C. for 3 hours. After evaporation of the solvent, the condensed residue was dissolved in ethyl acetate and washed with water. The organic layer was taken and recrystallized to give (R)-glycidylphthalimide 4.90 g (Yield 89%, chemical purity 96%) as a white crystal.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07368608B2 |
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| Source dataset | uspto-grants-2008_05 |
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| ORD ID | ord-11e5f861fb624841989d84dfa4ac0635 |
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| Source note | uspto-grants-2008_05 |
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