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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 720754Generated: October 28, 2026

Phthalimide → HCID 53485842, compound

https://huagongshe.com/reaction/720754

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhthalimideHCID 6809—
Reactant(-)-EpichlorohydrinHCID 2734062—
ReactantPotassium tert-butoxideHCID 23665647—
CatalystBenzyltrimethylammonium chlorideHCID 5963—
SolventIsopropanolHCID 3776—
ProductHCID 53485842HCID 5348584217%

Reaction Steps

Into a reaction vessel were put phthalimide (2.00 g, 13.6 mmol), benzyltrimethylammonium chloride (252 mg, 1.36 mol) and isopropanol (25 mL) and the mixture was ice cooled. Thereto were added potassium tert-butoxide (3.05 g, 27.2 mmol) in several divided portions and then (R)-epichlorohydrin (2.52 g, 27.2 mmol). The mixture was reacted at room temperature for 26 hours and then post-treatment was carried out to give crude (R)-glycidylphthalimide (0.45 g, yield 17%, optical purity 96% e.e.) as a yellow highly viscous product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07135576B2
Source datasetuspto-grants-2006_11
ORD IDord-aa9b4d45dda049f2921619135889275e
Source noteuspto-grants-2006_11