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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 623665Generated: October 26, 2026

Water → {4-[3-(2,4-bis-benzyloxy-5-isopropyl-phenyl)-3H-[1,2,3]triazol-4-yl]-phenyl}-methanol

https://huagongshe.com/reaction/623665

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl AcetateHCID 8857—
Reactant(4-Ethynylphenyl)methanolHCID 11170993—
Reactant1,5-Bis-benzyloxy-2-isopropyl-4-azido-benzeneHCID 71534202—
SolventDimethylformamideHCID 6228—
Product{4-[3-(2,4-bis-benzyloxy-5-isopropyl-phenyl)-3H-[1,2,3]triazol-4-yl]-phenyl}-methanolHCID 6798519372%

Reaction Steps

1,5-bis-benzyloxy-2-isopropyl-4-azido-benzene (890 mg, 2.38 mmol) was dissolved in DMF (5 ml) and (4-ethynylphenyl)-methanol (286 mg, 2.16 mmol) was added at RT. The flask was subjected to three vacuum-nitrogen cycles. [Cp*RuCl]4 was then added (116 mg, 0.11 mmol) and three further cycles were done. The reaction was left to RT until completion (monitored by TLC). AcOEt and water were then added. The organic phase was extracted four times with AcOEt, washed with water (three times) and brine (one time) and dried over Na2SO4; the solvent was removed under reduced pressure and the mixture was purified by column chromatography (PE/AcOEt: 60:40). The title compound was obtained as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09302998B2
Source datasetuspto-grants-2016_04
ORD IDord-90c29a7e56c844fa858f240026d10232
Source noteuspto-grants-2016_04