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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1669290Generated: October 31, 2026

Ethylparaben → 4-[1-(4'-Trifluoromethyl-biphenyl-4-ylmethyl)-propoxy]-benzoic acid methyl ester

https://huagongshe.com/reaction/1669290

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylparabenHCID 8434—
ReactantTributylphosphineHCID 13831—
Reactant1,1'-(Azodicarbonyl)dipiperidineHCID 73042—
Reactant1-(4'-Trifluoromethyl-biphenyl-4-yl)-butan-2-olHCID 67342162—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
SolventEthyl acetate hexaneHCID 21226206—
Product4-[1-(4'-Trifluoromethyl-biphenyl-4-ylmethyl)-propoxy]-benzoic acid methyl esterHCID 6734257838%

Reaction Steps

1-(4′-Trifluoromethyl-biphenyl-4-yl)-butan-2-ol (0.088 g, 0.30 mmol) and 4-hydroxy-benzoic acid ethyl ester (0.062 g, 0.37 mmol) are dissolved in toluene (2 mL) under an inert atmosphere of nitrogen. 1,1′-(Azodicarbonyl)dipiperidine (0.114 g, 0.45 mmol) is added, followed by tributyl-phosphane (0.1 mL, 0.45 mmol) at 0° C. The reaction is stirred for eighteen hours at room temperature, diluted with ethyl acetate, filtered and concentrated. Column chromatography on silica gel with 0-40% ethyl acetate/hexane gradient gives 0.050 g (0.11 mmol, 38%) of title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07989457B2
Source datasetuspto-grants-2011_08
ORD IDord-ab48e783af654ae78a0d03822b0f96a5
Source noteuspto-grants-2011_08