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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 84181Generated: October 26, 2026

Lithium Hydroxide → 3-[1-(Benzenesulfonyl)indol-5-YL]prop-2-enoic acid

https://huagongshe.com/reaction/84181

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium HydroxideHCID 3939—
Reactant3-(1-benzenesulfonyl-1H-indol-5-yl)-acrylic acid methyl esterHCID 67357146—
Solvent1,4-DioxaneHCID 31275—
Product3-[1-(Benzenesulfonyl)indol-5-YL]prop-2-enoic acidHCID 6743436989.7%

Reaction Conditions

Temperature40 °C

Reaction Steps

1M LiOH aqueous solution (11.72 ml, 11.72 mmol) was added to a solution of 7 (2.00 g, 5.86 mmol) in dioxane (20 mL). The reaction mixture was stirred at 40° C. overnight and was then concentrated under reduced pressure. The residue was dissolved in water. Then concentrated HCl was added to the solution to reach acidic pH to give the precipitation, which was dried by vacuum to afford 8 (1.72 g) as a white solid. 1H NMR (500 MHz, CDCl3): δ6.39 (d, J=16.1 Hz, 1H), 6.71 (d, J=3.6 Hz, 1H), 7.45-7.48 (m, 2H), 7.52 (dd, J=8.7, 1.4 Hz, 1H), 7.55-7.58 (m, 1H), 7.61 (d, J=3.7 Hz, 1H), 7.67-7.72 (m, 2H), 7.89 (d, J=8.9 Hz, 2H), 7.96 (d, J=8.7 Hz, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846748B2
Source datasetuspto-grants-2014_09
ORD IDord-f347979756c34c10a3c522cb75bdc48f
Source noteuspto-grants-2014_09