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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1025978Generated: October 31, 2026

Water → HCID 66678607, compound

https://huagongshe.com/reaction/1025978

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPhthalimideHCID 6809—
ReactantPotassiumHCID 5462222—
Reactant4-(ChloroMethyl)-2-cyclopropyloxazoleHCID 58044319—
SolventDimethylformamideHCID 6228—
ProductHCID 66678607HCID 6667860751.4%

Reaction Steps

To the stirred solution of 4-chloromethyl-2-cyclopropyl-oxazole (4.0 g, 25.38 mmol) in dry DMF (30 mL), was added potassium salt of phthalimide (4.7 g, 25.38 mmol) at rt. The resulting mixture was stirred for 24 h at rt and monitored through TLC. After completion of the reaction, water (200 mL) was added and the crude was extracted with ethyl acetate (3×50 mL). The combined organic layer was washed with brine, dried over anhydrous sodium sulphate and concentrated under reduced pressure to obtained crude residue which was purified via column chromatography (100-200 silica gel, elution with 20% EtOAc in hexane). 3.5 g of 2-(2-cyclopropyl-oxazol-4-ylmethyl)-isoindole-1,3-dione was obtained as a white solid, 269.2 (M+H)+, which contained phthalimide. This compound was used for the next step as such.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08729105B2
Source datasetuspto-grants-2014_05
ORD IDord-0c7131cfe2c74192b2e594d79f1fa657
Source noteuspto-grants-2014_05