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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 384784Generated: October 30, 2026

Potassium Carbonate → HCID 10192903, compound

https://huagongshe.com/reaction/384784

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl VanillateHCID 19844—
Reactant1-Bromo-4-chlorobutaneHCID 81364—
SolventAcetonitrileHCID 6342—
ProductHCID 10192903HCID 1019290390.8%

Reaction Conditions

Temperature82.5 °C

Reaction Steps

In a 100 mL volume glass flask equipped with a stirrer, a thermometer and a reflux condenser were placed 10.2 g (54.9 mmol) of methyl 4-hydroxy-3-methoxybenzoate (purity: 98 wt. %), 12.6 g (71.4 mmol) of 4-bromo-1-chlorobutane (purity: 99 wt. %), 8.5 g (60.4 mmol) of potassium carbonate (purity: 98 wt. %), and 300 mL of acetonitrile. The resulting mixture was refluxed under stirring at 80-85° C. for 8 hours in an argon gas atmosphere. After the reaction was complete, the reaction mixture was filtered and concentrated under reduced pressure. The concentrate was purified by silica gel column chromatography (gel: Wako gel C-200, eluent: n-hexane), to give 13.6 g (isolated yield: 90.0%, purity: 99% in terms of area percentage by high performance liquid chromatography) of methyl 4-(4-chlorobutoxy)-3-methoxybenzoate as a colorless liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08367824B2
Source datasetuspto-grants-2013_02
ORD IDord-c382747eaef8423eb44f10c1bd3535e7
Source noteuspto-grants-2013_02