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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1993050Generated: October 30, 2026

Propionic Acid → 3-[2-Methyl-4-(2-methyl-benzyloxy)-phenyl]-hex-4-enoic acid ethyl ester

https://huagongshe.com/reaction/1993050

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPropionic AcidHCID 1032—
ReactantTriethyl orthoacetateHCID 66221—
Reactant4-[2-Methyl-4-(2-methyl-benzyloxy)-phenyl]-but-3-en-2-olHCID 68676091—
Product3-[2-Methyl-4-(2-methyl-benzyloxy)-phenyl]-hex-4-enoic acid ethyl esterHCID 6867552139%

Reaction Conditions

Temperature105 °C

Reaction Steps

Propionic acid (cat.) was added to a solution of 31.5 (69 mg, 0.24 mmol) in 1,1,1-triethoxy-ethane (440 μL, 2.4 mmol). The reaction was stirred at 105° C. overnight. The solvent was removed under reduced pressure and the resulting residue was purified via radial chromatography (5% ethyl acetate in hexanes) to yield 33 mg (39%) of 3-[2-Methyl-4-(2-methyl-benzyloxy)-phenyl]-hex-4-enoic acid ethyl ester (31.6). LC/MSD m/e: 375.0 (M+Na).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07649110B2
Source datasetuspto-grants-2010_01
ORD IDord-ed10e0c8c4194af685487662f7c20384
Source noteuspto-grants-2010_01