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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2065909Generated: November 1, 2026

3-(4-Cyano-2-ethyl-6-methyl-phenyl)-propionic acid ethyl ester → 3-(4-Cyano-2-ethyl-6-methylphenyl)propionic acid

https://huagongshe.com/reaction/2065909

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-(4-Cyano-2-ethyl-6-methyl-phenyl)-propionic acid ethyl esterHCID 66932084—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
SolventSodium HydroxideHCID 14798—
Product3-(4-Cyano-2-ethyl-6-methylphenyl)propionic acidHCID 5743741484%

Reaction Steps

A solution of 3-(4-cyano-2-ethyl-6-methyl-phenyl)-propionic acid ethyl ester (55.0 g, 224 mmol) in THF (220 mL) and 1N aq. NaOH solution (220 mL) is stirred at rt for 2 before it is diluted with water (200 mL) and extracted with DCM (2×200 mL). The aqueous phase is added to 32% aq. HCl solution (50 mL) at 15-30° C. A precipitate forms. The solid material is collected, washed with water and dried under high vacuum to give 3-(4-cyano-2-ethyl-6-methyl-phenyl)-propionic acid (40.87 g) as pale brown crystals; 1H NMR (D6-DMSO): δ 1.17 (t, J=7.5 Hz, 3H), 2.30-2.39 (m, 5H), 2.67 (q, J=7.3 Hz, 2H), 2.87-2.94 (m, 2H), 7.47 (s, 2H), 12.30 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08288554B2
Source datasetuspto-grants-2012_10
ORD IDord-069e2f09feb74cf5ae09cdc994d70150
Source noteuspto-grants-2012_10