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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1165704Generated: October 25, 2026

1H-1,2,4-Triazole → alpha-((4-Chlorophenoxy)methyl)-alpha-(1,1-dimethylethyl)-1H-1,2,4-triazole-1-ethanol

https://huagongshe.com/reaction/1165704

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1H-1,2,4-TriazoleHCID 9257—
Reactant2-tert-Butyl-2-[(4-chlorophenoxy)methyl]oxiraneHCID 12763621—
SolventEthanolHCID 702—
Productalpha-((4-Chlorophenoxy)methyl)-alpha-(1,1-dimethylethyl)-1H-1,2,4-triazole-1-ethanolHCID 12367665%

Reaction Steps

72.15 g (0.3 mol) of 2-(4-chlorophenoxy-methyl)-2-tert.-butyl-oxirane and 24.15 g (0.35 mol) of 1,2,4-triazole were heated under reflux in 120 ml of ethanol for 48 hours. The mixture was then concentrated, and the residue was taken up in 200 ml of ethyl acetate and the solution heated. The solution was thereafter cooled in an ice bath, and the solid material was filtered off under suction and was washed with ethyl acetate. The filtrate was concentrated and the residue was dissolved in ether/hexane, and the solution was treated with gaseous hydrogen chloride. The precipitate was filtered off under suction and washed with ether, and the free base was obtained by the addition of ethyl acetate/1N sodium hydroxide solution. 60.2 g (65% of theory) of 2-(4-chlorophenoxy-methyl)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)-butan-2-ol of melting point 84°-87° C. were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04911750
Source datasetuspto-grants-1990_03
ORD IDord-def0e12185ea463e8c1800b44c44b3c9
Source noteuspto-grants-1990_03