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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 984945Generated: October 29, 2026

Water → HCID 67146538, compound

https://huagongshe.com/reaction/984945

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTolueneHCID 1140—
ReactantDiisobutylaluminum hydrideHCID 14487—
Reactant(E)-3-(4-bromo-phenyl)-3-phenyl-acrylic acid ethyl esterHCID 20768012—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67146538HCID 6714653899.4%

Reaction Steps

A 1.2 M solution of DIBAL-H in toluene (45 ml, 42 mmol) was added dropwise, at −15° C. over 20 min, to a stirred solution of (E)-3-(4-bromophenyl)-3-phenylacrylicacid ethyl ester (6.0 g, 18.1 mmol) in dry THF (80 ml), and the mixture stirred for 30 min. Rochelles salt and water was carefully added, and the resulting mixture extracted with ethyl acetate (x2). The combined organic extracts were washed with brine, dried (MgSO4), and evaporated to give 5.2 g of (E)-3-(4-bromo-phenyl)-3-phenyl-prop-2-en-1-ol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06869967B2
Source datasetuspto-grants-2005_03
ORD IDord-4f4491d9f741495f996cdea06305ac73
Source noteuspto-grants-2005_03