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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 274084Generated: October 31, 2026

Phthalimide → HCID 53955981, compound

https://huagongshe.com/reaction/274084

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhthalimideHCID 6809—
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
ReactantHCID 53929887HCID 53929887—
SolventTetrahydrofuranHCID 8028—
ProductHCID 53955981HCID 5395598125.7%

Reaction Steps

To a mixture of (S)-3-methoxy-6,7,8,9-tetrahydro-5H-benzocyclohepten-6-ol (1.00 g), phthalimide (0.77 g), and triphenylphosphine (1.36 g) in dry tetrahydrofuran, was added dropwise a solution of diethyl azodicarboxylate (0.91 g) in dry tetrahydrofuran (3 ml) at 26° C.~33° C. The mixture was stirred at ambient temperature for 2 days. The solvent was evaporated in vacuo. Diethyl ether (30 ml) was added to the residue and the mixture was stirred and the resulting precipitates (triphenyl phosphinoxide) were removed by filtration. The filtrate was evaporated in vacuo. The residue was purified by column chromatography (silica gel, n-hexane:ethyl acetate=5:1) to give (R)-N-(3-methoxy-6,7,8,9-tetrahydro-5H-benzocyclohepten-6-yl)phthalimide as a white powder (0.43 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05387710
Source datasetuspto-grants-1995_02
ORD IDord-9e26ad224ae246c18d78eacf9e69e79c
Source noteuspto-grants-1995_02