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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 322369Generated: October 30, 2026

Dimethylformamide → 1-[4-[4-[2-(3,4-Dihydro-2-naphthyl)-4-oxazolylmethoxy]phenyl]butyl]-1,2,4-triazole

https://huagongshe.com/reaction/322369

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant1-[4-(4-Hydroxyphenyl)butyl]-1,2,4-triazoleHCID 22009630—
Reactant4-(Chloromethyl)-2-(3,4-dihydronaphthalen-2-yl)oxazoleHCID 22009637—
SolventWaterHCID 962—
Product1-[4-[4-[2-(3,4-Dihydro-2-naphthyl)-4-oxazolylmethoxy]phenyl]butyl]-1,2,4-triazoleHCID 2200981149%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 1-[4-(4-hydroxyphenyl)butyl]-1,2,4-triazole (450 mg), 4-chloromethyl-2-(3,4-dihydro-2-naphthyl) oxazole (565 mg), potassium carbonate (290 mg) and N,N-dimethylformamide (10 ml) was stirred for 6 hours at 80° C. The reaction mixture was poured into water and extracted with ethyl acetate. The ethyl acetate layer was washed with water, dried (MgSO4), and concentrated. The residue was subjected to a silica gel column chromatography. A crystalline product obtained from the fraction eluted with chloroform-methanol (50:1, v/v) was recrystallized from ethyl acetate-hexane to give 1-[4-[4-[2-(3,4-dihydro-2-naphthyl)-4-oxazolylmethoxy]phenyl]butyl]-1,2,4-triazole as colorless prisms, mp 96-97° C. The yield was 49%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06211215B1
Source datasetuspto-grants-2001_04
ORD IDord-b28c9f916f5e43599bd2b154c6939c09
Source noteuspto-grants-2001_04