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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2094694Generated: October 31, 2026

3-(1,3-Dihydroxy-3-m-tolyl-propyl)-4-methoxy-benzoic acid methyl ester → 4-Methoxy-3-(3-m-tolyl-propyl)-benzoic acid methyl ester

https://huagongshe.com/reaction/2094694

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-(1,3-Dihydroxy-3-m-tolyl-propyl)-4-methoxy-benzoic acid methyl esterHCID 67076615—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventHydrochloric AcidHCID 313—
SolventEthanolHCID 702—
Product4-Methoxy-3-(3-m-tolyl-propyl)-benzoic acid methyl esterHCID 6707645263.2%

Reaction Steps

The compound of step 1 (140 mg, 0.424 mmol) was dissolved in ethanol (10 ml) and 12 N hydrochloric acid (0.2 ml), palladium on charcoal (10%) was added, and the mixture was hydrogenated at a hydrogen pressure of 6 bar at room temperature overnight. After filtration and evaporation, the residue was purified by silica gel chromatography (HEP/EA gradient) to give 80 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08445530B2
Source datasetuspto-grants-2013_05
ORD IDord-53c9fb9ee8fa4156a8eb6ee3a8a7ac2b
Source noteuspto-grants-2013_05