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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 55937Generated: October 26, 2026

Sodium Iodide → 3-(Cyclopropylmethoxy)-4-(difluoromethoxy)benzoic acid methyl ester

https://huagongshe.com/reaction/55937

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantPotassium CarbonateHCID 11430—
Reactant1-Bromo-1-methylcyclopropaneHCID 14864946—
ReactantMethyl 4-(difluoromethoxy)-3-hydroxybenzoateHCID 56926623—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product3-(Cyclopropylmethoxy)-4-(difluoromethoxy)benzoic acid methyl esterHCID 12136840—

Reaction Conditions

Temperature80 °C

Reaction Steps

3-hydroxy-4-(difluoromethoxy)-benzoic acid methyl ester (5 g, 22.9 mmol), K2CO3 (4.75 g, 34.4 mmol), NaI (0.34 g, 2.3 mmol) and bromo-methylcyclopropane (3.7 g, 27.5 mmol) were dissolved in DMF (25 ml), and the heterogeneous mixture was stirred and warmed at 80° C. for two hours. The suspension was cooled to room temperature, and water (50 ml) was added under stirring. The heterogeneous mixture was cooled to 0 to 5° C. for 60 to 90 minutes, and the solid filtered on a gooch funnel and washed with water (50 ml). An orange solid was obtained. It was dried under vacuum at room temperature. (yield 95.8%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434691B2
Source datasetuspto-grants-2016_09
ORD IDord-c4265732d68d4518b7948f2f6db5f8ab
Source noteuspto-grants-2016_09