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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1903246Generated: November 1, 2026

Phthalimide → HCID 20468458, compound

https://huagongshe.com/reaction/1903246

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhthalimideHCID 6809—
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
Reactant3-(Benzylamino)-4,4-difluorobutan-1-olHCID 20468440—
SolventTetrahydrofuranHCID 8028—
SolventCyclohexane ethylacetateHCID 21867204—
ProductHCID 20468458HCID 2046845865%

Reaction Steps

A solution of diethyl azodicarboxylate (0.639 g, 3.65 mM), in anhydrous tetrahydrofuran (5 ml) is added, dropwise, over a period of 0.5 hours, at room temperature to a mixture of 4,4-difluoro-3-benzylamino-butanol (0.790 g, 3.65 mM) prepared as in Step C, triphenylphosphine (0.962 g, 3.65 mM), and phthalimide (0.540 g, 3.65 mM) in tetrahydrofuran (20 ml). After stirring for 2.5 hours at room temperature, the solvent is evaporated in vacuo. The residue is taken off in benzene and the solution filtered. The solid is washed three time with benzene. The filtrate is evaporated to dryness; the residue is taken off in diethyl ether. Filtration and evaporation of the solvent in vacuo yields a yellow oil. The expected phthalimide is isolated by column chromatography (medium pressure silica gel chromatography technique, ethyl acetate/cyclohexane 2:8): 0.800 g (yield 65%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04435425
Source datasetuspto-grants-1984_03
ORD IDord-bc961804a5bb49fe8baa0076d3db5c30
Source noteuspto-grants-1984_03