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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 731190Generated: October 25, 2026

Benzaldehyde, 4-(phenylmethoxy)- → (4-(Benzyloxy)phenyl)(3-methyl-3H-1,2,3-triazol-4-yl)methanol

https://huagongshe.com/reaction/731190

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzaldehyde, 4-(phenylmethoxy)-HCID 78109—
Reactant1-Methyl-1H-1,2,3-triazoleHCID 140119—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
Product(4-(Benzyloxy)phenyl)(3-methyl-3H-1,2,3-triazol-4-yl)methanolHCID 57835740—

Reaction Conditions

Temperature-40 °C

Reaction Steps

A solution of n-BuLi (11.6 mL, 1.6 M, 18.6 mmol) in hexane was added dropwise to a solution of 73.1 (1.29 g, 15.5 mmol) in THF (75 mL) at −40° C. After stirring at −40° C. for 2 hours, 4-(benzyloxy)benzaldehyde was added at −40° C., and the reaction was warmed to room temperature. The reaction was quenched saturated NH4Cl (aq) after 3 hours of stirring and then extracted with EtOAc. The organic phase was washed with water and brine, dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The residue 73.2 was used in the next reaction without further purification. MS ESI (pos.) m/e 296.2 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07582803B2
Source datasetuspto-grants-2009_09
ORD IDord-2f546afd0078408e90e13d7c0b338e69
Source noteuspto-grants-2009_09