Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1007506Generated: October 27, 2026

Acetic Acid → 4-(3-Isopropyl-1H-indol-5-yloxy)-3,5-bis-trifluoromethylphenylacetic acid

https://huagongshe.com/reaction/1007506

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantWaterHCID 962—
ReactantSulfuric AcidHCID 1118—
ReactantEthyl AcetateHCID 8857—
Reactant4-(3-Isopropyl-1H-indol-5-yloxy)-3,5-bis-trifluoromethyl-phenylacetonitrileHCID 22669693—
Product4-(3-Isopropyl-1H-indol-5-yloxy)-3,5-bis-trifluoromethylphenylacetic acidHCID 9803551—

Reaction Conditions

Temperature105 °C

Reaction Steps

A mixture of 5 ml of concentrated sulphuric acid and 5 ml of water is added dropwise to a solution of 0.35 g (0.82 mmol) of nitrile derivative from Example VIII in 5 ml of acetic acid (100% strength). The reaction solution is stirred at 105° C. for 4 hours, then cooled to room temperature and treated with ice-cold water and ethyl acetate. The organic phase is separated off, the aqueous solution is extracted again with ethyl acetate, and the combined organic phases are dried over sodium sulphate, filtered and concentrated to give an oil. The crude product (120.3 mg) is chromatographed on silica gel 60 by means of methylene chloride/methanol (95:5 and95:11).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06794406B2
Source datasetuspto-grants-2004_09
ORD IDord-59ff1b95ad6f4c5a8d53ad9d8f698187
Source noteuspto-grants-2004_09