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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2246893Generated: November 1, 2026

Trifluoroacetic acid → 2-(3-Bromophenyl)-3-[4-(methoxycarbonyl)phenyl]butanoic acid

https://huagongshe.com/reaction/2246893

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantAnisoleHCID 7519—
ReactantMethyl 4-{2-(3-bromophenyl)-3-[(4-methoxybenzyl)oxy]-1-methyl-3-oxopropyl}benzoateHCID 67262891—
Product2-(3-Bromophenyl)-3-[4-(methoxycarbonyl)phenyl]butanoic acidHCID 67262815—

Reaction Steps

The intermediate from Step B (0.8 g, 1.6 mmol) was treated with 4-methoxy benzene (2 mL) and trifluoroacetic acid (15 mL). After stirring for 1.5 hours the solution was concentrated and the residue purified by silica gel chromatography using a hexanes/ethyl acetate gradient (containing 0.05% acetic acid) to give the title compounds as mixture of diastereomers. 1H NMR (400 MHz, CDCl3): selected data δ 3.90 (s); 3.85 (s); 3.72-3.64 (m); 3.52-3.42 (m); 1.39 (d, J=6.8 Hz); 1.03 (d, J=7.0 Hz). LCMS1 3.34 min. (M+H)=377. LC1 3.57 min. (M+H)=377.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07687534B2
Source datasetuspto-grants-2010_03
ORD IDord-72de7cc848554b00a14f126e48797daa
Source noteuspto-grants-2010_03