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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 384781Generated: November 1, 2026

Sodium Chloride → Methyl 4-(3-chloropropoxy)-3-methoxybenzoate

https://huagongshe.com/reaction/384781

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ChlorideHCID 5234—
Reactant1-Bromo-3-chloropropaneHCID 8006—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl VanillateHCID 19844—
SolventAcetoneHCID 180—
ProductMethyl 4-(3-chloropropoxy)-3-methoxybenzoateHCID 1440717399.5%

Reaction Conditions

Temperature57.5 °C

Reaction Steps

In a 50 mL volume glass flask equipped with a stirrer, a thermometer, a dropping funnel and a reflux condenser were placed 1.02 g (5.49 mmol) of methyl 4-hydroxy-3-methoxybenzoate (purity: 98 wt. %), 2.12 g (13.2 mmol) of 3-bromo-1-chloropropane (purity: 98 wt. %), 1.16 g (8.24 mmol) of potassium carbonate (purity: 98 wt. %), 1.02 g (17.5 mmol) of sodium chloride, and 10 mL of acetone. The resulting mixture was refluxed under stirring at 55-60° C. in an argon gas atmosphere for 5 hours. After the reaction was complete, the reaction mixture was filtered. Analysis of the filtrate by high performance liquid chromatography (absolute quantitative analysis) indicated that 1.41 g (reaction yield: 99.5%) of methyl 4-(3-chloropropoxy)-3-methoxybenzoate was produced.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08367824B2
Source datasetuspto-grants-2013_02
ORD IDord-91fadcc3ffa944e88ee0b4a24e1e7870
Source noteuspto-grants-2013_02