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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2275786Generated: October 30, 2026

Phthalimide → HCID 90132490, compound

https://huagongshe.com/reaction/2275786

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhthalimideHCID 6809—
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
Reactanttert-Butyl [2-(4-chlorophenyl)-2-hydroxyethyl]carbamateHCID 16244249—
SolventTetrahydrofuranHCID 8028—
ProductHCID 90132490HCID 90132490—

Reaction Steps

At RT, 2.61 g of rac-tert-butyl [2-(4-chlorophenyl)-2-hydroxyethyl]carbamate (Example 45A, 9.62 mmol), 1.42 g of phthalimide (9.62 mmol) and 3.78 g of triphenylphosphine (14.43 mmol) were initially charged in abs. THF. 4.03 g (14.43 mmol) of diisopropyl azodicarboxylate were then added dropwise, and the mixture was stirred at RT for 30 min. The reaction mixture was concentrated and purified by silica gel chromatography (mobile phase: cyclohexane:ethyl acetate 10:1). This gave 2.92 g of the title compound (55% of theory, purity about 73%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09126998B2
Source datasetuspto-grants-2015_09
ORD IDord-319b67f53b8845b88fbaeb06480d11b9
Source noteuspto-grants-2015_09