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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1181434Generated: November 3, 2026

Water → HCID 69523043, compound

https://huagongshe.com/reaction/1181434

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriphenylphosphineHCID 11776—
ReactantHCID 85869821HCID 85869821—
SolventTetrahydrofuranHCID 8028—
ProductHCID 69523043HCID 6952304355.4%

Reaction Steps

To a solution of 3-(2-azidoethyl)isoquinoline (Description 112; 5.6 g, 28.3 mmol) in anhydrous tetrahydrofuran (50 ml) was added triphenylphosphine (14.85 g, 56.6 mmol) and water (0.509 ml, 28.3 mmol), and the resulting mixture stirred at room temperature overnight. The mixture was loaded directly onto a Bond-elut SCX cartridge and eluted with methanol until TLC indicated complete elution of triphenylphosphine. The product was then eluted with 2.0M ammonia in methanol. The basic fractions were collected and evaporated to give the title compound (2.7 g, 55%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07285563B2
Source datasetuspto-grants-2007_10
ORD IDord-9f7f975b43284c0db902b008f87c22e5
Source noteuspto-grants-2007_10