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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 840500Generated: October 31, 2026

Hexane → 2-[2-(3-methoxyphenyl)ethyl]benzoic Acid

https://huagongshe.com/reaction/840500

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexaneHCID 8058—
ReactantTriethylamineHCID 8471—
ReactantAmmonium formateHCID 2723923—
Reactant3-[(3-Methoxyphenyl)methylidene]-2-benzofuran-1(3H)-oneHCID 54472873—
CatalystPalladiumHCID 23938—
SolventTetrahydrofuranHCID 8028—
Product2-[2-(3-methoxyphenyl)ethyl]benzoic AcidHCID 1046759251%

Reaction Conditions

Temperature70 °C

Reaction Steps

A solution of 15.6 g of 1 (62 mmol) in 300 ml of THF was added 30 g of 10% Pd-C, 40 g of ammonium formate and 17.2 ml of triethyl amine. The reaction mixture was heated at 70° C. for 6 hours and filtered. The filtrate was concentrated and redissolved in 500 ml of ethyl acetate and washed with 2×150 ml of 3% aqueous HCl and 2×100 ml of brine. The organic layer was concentrated and triturated with 1:1 ethyl acetate:hexane to give 8 g (31.2 mmol, 51%) of 2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06368814B1
Source datasetuspto-grants-2002_04
ORD IDord-2f6dcd3390374de0bc6186dcc5b4bbf7
Source noteuspto-grants-2002_04