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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1274162Generated: November 3, 2026

Water → 4-(3-Methoxyphenyl)-3,3-dimethylbutanoic acid

https://huagongshe.com/reaction/1274162

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium HydroxideHCID 14797—
ReactantEthyl 2-cyano-3,3-dimethyl-4-(3-methoxyphenyl)butanoateHCID 22120417—
SolventEthyleneHCID 6325—
Product4-(3-Methoxyphenyl)-3,3-dimethylbutanoic acidHCID 2212041290.9%

Reaction Steps

A solution of ethyl 2-cyano-3,3-dimethyl-4-(3-methoxyphenyl)butanoate (9.0 g, 0.033 mol) and KOH (9.2 g, 0.163 mol) in ethylene gylcol (100 mL) was heated at 180° C. for 2 days. The solution was cooled to room temperature, poured into water (200 mL) and extracted with ether (100 mL). The organic layer was separated, dried (MgSO4) and evaporated to afford the acid (6.7 g, 0.03 mol)as brown oil, which was used without further purification. 1H NMR (360 MHz, CDCl3) δ 1.06 (6H, s), 2.24 (2H, s), 2.66 (2H, s), 3.81 (3H, s), 6.74-6.79 (3H, m), 7.19 (1H, t, J=8.1 Hz). MS (ES+) 223 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06156761
Source datasetuspto-grants-2000_12
ORD IDord-7a78b9be9a2842d08d03c6f835c27800
Source noteuspto-grants-2000_12