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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1267917Generated: November 1, 2026

Water → HCID 54324264, compound

https://huagongshe.com/reaction/1267917

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantP,P-Diphenylphosphinic azideHCID 199401—
ReactantWater ethylacetateHCID 22728543—
ReactantHCID 70028635HCID 70028635—
SolventDimethylformamideHCID 6228—
ProductHCID 54324264HCID 54324264—

Reaction Steps

To a solution of 5-(4-tert-butoxycarbonyl-piperazin-1-yl)-2-chloro-benzoic acid lithium salt (2.1 g) in N,N-dimethylformamide (50 ml) was added diphenyl phosphorylazide (1.4 ml) and reaction mixture stirred at ambient temperature for 1 hour. Water (30 ml) was added and the reaction mixture heated to 60° C. for 2 hours. After cooling to room temperature, the reaction was poured into ethyl acetate/water, the organic layer separated, washed with water, aqueous NaHCO3 and brine. The organic layer was dried (MgSO4) and concentrated. Purification of the residue by silica gel chromatography (eluting ethyl acetate/iso-hexane (1:3 to 1:1) gave the subtitle product (1.5 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06555541B1
Source datasetuspto-grants-2003_04
ORD IDord-79cb33d8ce114dfabbebb9cf883e5d9c
Source noteuspto-grants-2003_04