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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1695242Generated: November 2, 2026

Methylparaben → Methyl 4-(difluoromethoxy)benzoate

https://huagongshe.com/reaction/1695242

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylparabenHCID 7456—
ReactantPotassium CarbonateHCID 11430—
ReactantSodium chlorodifluoroacetateHCID 2734985—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductMethyl 4-(difluoromethoxy)benzoateHCID 701714346%

Reaction Conditions

Temperature125 °C

Reaction Steps

Under N2 flow, 1.3 g of 4-hydroxy-benzoic acid methyl ester (8.3 mmol, 1.0 eq) and 1.5 g of sodium chlorodifluoroacetate (10.0 mmol, 1.2 eq) were dissolved in DMF (25 mL) in a two neck round bottom flask; potassium carbonate (1.4 g, 10.0 mmol, 1.2 eq) was added and the mixture was heated at 125° C. for 3.5 hours. The mixture was then diluted with water and extracted with DCM; organic phases were dried and evaporated, the crude was purified with Si column (eluent: cycloexane/EtOAc 80/20) to obtain 0.77 g of product (yield 46%) which was used directly for the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163729B2
Source datasetuspto-grants-2012_04
ORD IDord-84f5b03aa6a74394b4a48ff6688ee11b
Source noteuspto-grants-2012_04