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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1918375Generated: October 30, 2026

Dimethylformamide → 2,2-Difluoro-7-(2-m-tolyl-ethoxy)-benzo[1,3]dioxole-5-carboxylic Acid Methyl Ester

https://huagongshe.com/reaction/1918375

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant1-(2-Bromoethyl)-3-methylbenzeneHCID 570684—
Reactant2,2-Difluoro-7-hydroxy-benzo[1,3]dioxole-5-carboxylic Acid Methyl EsterHCID 67169973—
SolventWaterHCID 962—
Product2,2-Difluoro-7-(2-m-tolyl-ethoxy)-benzo[1,3]dioxole-5-carboxylic Acid Methyl EsterHCID 6716976788.4%

Reaction Conditions

Temperature80 °C

Reaction Steps

1.8 g of 2,2-difluoro-7-hydroxy-benzo[1,3]dioxole-5-carboxylic acid methyl ester, 4.6 g of 1-(bromo-ethyl)-3-methyl-benzene, and 3.2 g of K2CO3 were added to 70 ml of anhydrous DMF and the reaction mixture stirred at 80° C. for 3 h. The reaction mixture was then allowed to cool to room temperature, 300 ml of water added and extracted three times using 100 ml of EA each. The organic layer was then dried using MgSO4 and evaporated. Chromatography on silica gel using EA/HEP 1:4 yielded 2.4 g of the title compound, colorless oil. Rf (EA/HEP 1:4)=0.32

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08618304B2
Source datasetuspto-grants-2013_12
ORD IDord-b75ebc47cb2644debbda52fc041be419
Source noteuspto-grants-2013_12