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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 247950Generated: October 30, 2026

Myristyl bromide → 4-Methoxy-3-(tetradecyloxy)benzoic acid methyl ester

https://huagongshe.com/reaction/247950

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMyristyl bromideHCID 8208—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl 3-hydroxy-4-methoxybenzoateHCID 4056967—
CatalystSodium IodideHCID 5238—
SolventMethyl Ethyl KetoneHCID 6569—
Product4-Methoxy-3-(tetradecyloxy)benzoic acid methyl esterHCID 5363931571%

Reaction Steps

A mixture of 45 g of product from Example 40, 51.2 g of finely powdered potassium carbonate, 72 g of 1-bromotetradecane, 1.9 g of sodium iodide and 500 ml of 2-butanone is heated at reflux temperature for 18 hours under an atmosphere of argon. The reaction is cooled and filtered. The filtrate is concentrated in vacuo and the residue is dissolved in chloroform. The organic layer is washed with 1N sodium hydroxide and saturated sodium chloride, dried and concentrated in vacuo. The residue is recrystallized from hexane to give 66.4 g of the desired product as white crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05208247
Source datasetuspto-grants-1993_05
ORD IDord-a08e7576ffcc42b8ba5150c6dd881dbe
Source noteuspto-grants-1993_05