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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1501212Generated: November 3, 2026

Triphenylphosphine → HCID 89581116, compound

https://huagongshe.com/reaction/1501212

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant3-CyanophenolHCID 13394—
ReactantDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
ReactantMethyl 4-(1-hydroxyethyl)benzoateHCID 586417—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 89581116HCID 8958111645%

Reaction Steps

Methyl 4-(1-hydroxyethyl)benzoate (540 mg, 3 mmol), 3-hydroxybenzonitrile (360 mg, 3 mmol), triphenylphosphine (1.04 mg, 4 mmol), azodicarboxylic acid diisopropyl ester (800 mg, 4 mmol) in tetrahydrofuran (130 mL) were stirred at 20° C. for 12 hours. Water was added and the mixture was extracted with ethyl acetate (150 mL×3), the combined organic phase was dried by sodium sulfate, then filtered. The filtrate was evaporated in vacuum and the residue was purified by column chromatography (silica gel, petroleum ether/ethyl acetate=3:1) to give methyl 4-(1-(4-cyanophenoxy)ethyl)benzoate (370 mg, 45%) as colorless oil. LRMS (M+H+) m/z: calcd 281.11. found 281.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09206128B2
Source datasetuspto-grants-2015_12
ORD IDord-5a1b92b705364f50a4ecab3e4a744e99
Source noteuspto-grants-2015_12