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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 575932Generated: October 26, 2026

2-Ethyl-1-butanol → {1-[5-bromo-2-(2-ethyl-butoxy)-benzyl]-5-methyl-1H-pyrazol-4-yl}-acetic acid ethyl ester

https://huagongshe.com/reaction/575932

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Ethyl-1-butanolHCID 7358—
ReactantTriphenylphosphineHCID 11776—
ReactantDi-tert-butyl diazene-1,2-dicarboxylateHCID 6034084—
ReactantHCID 86688759HCID 86688759—
SolventTolueneHCID 1140—
SolventTetrahydrofuranHCID 8028—
Product{1-[5-bromo-2-(2-ethyl-butoxy)-benzyl]-5-methyl-1H-pyrazol-4-yl}-acetic acid ethyl esterHCID 86688760—

Reaction Steps

A solution of [1-(5-Bromo-2-hydroxy-benzyl)-5-methyl-1H-pyrazol-4-yl]-acetic acid ethyl ester, 2, (0.18 g g 0.51 mmol), triphenylphosphine (0.26 g, 1.02 mmol), di-tert-butylazodicarboxylate (0.23 g, 1.02 mmol) and 2-ethylbutan-1-ol (0.116 ml, 1.02 mmol) in a mixture of THF (1 mL) and toluene (2 ml) was at 120° C. on microwave for 20 min. The volatiles were removed in vacuo. The crude product was purified on silica to yield {1-[5-bromo-2-(2-ethyl-butoxy)-benzyl]-5-methyl-1H-pyrazol-4-yl}-acetic acid ethyl ester, 3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09035071B2
Source datasetuspto-grants-2015_05
ORD IDord-69ba2380c54f46a6a53d84b16db946d8
Source noteuspto-grants-2015_05