Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1695190Generated: October 26, 2026

Sodium Iodide → Methyl 4-(cyclopropylmethoxy)-3-methoxybenzoate

https://huagongshe.com/reaction/1695190

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl VanillateHCID 19844—
ReactantBromomethylcyclopropaneHCID 81503—
SolventAcetoneHCID 180—
ProductMethyl 4-(cyclopropylmethoxy)-3-methoxybenzoateHCID 6727461093%

Reaction Steps

4-hydroxy-3-methoxy-benzoic acid methyl ester (1.0 g, 5.5 mmol, 1.0 eq) was dissolved in acetone (14 mL), NaI (0.5 eq) and K2CO3 (1.0 g, 2.0 eq) were added and the mixture was stirred at room temperature for 30 min. (Bromomethyl)cyclopropane (0.53 mL, 0.9 eq) was added, and the mixture was refluxed for 2 days. The solvent was concentrated under reduced pressure, NaOH 10% was added, and it was extracted with DCM and dried. The title product (1.21 g, yield 93%) was recovered and used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163729B2
Source datasetuspto-grants-2012_04
ORD IDord-0d6b2f38e6b74617946332d1f7db7721
Source noteuspto-grants-2012_04